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  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (2 ÆäÀÌÁö)
    2

  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (3 ÆäÀÌÁö)
    3

  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (4 ÆäÀÌÁö)
    4

  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (5 ÆäÀÌÁö)
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  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (6 ÆäÀÌÁö)
    6

  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (7 ÆäÀÌÁö)
    7

  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (8 ÆäÀÌÁö)
    8

  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (9 ÆäÀÌÁö)
    9

  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (10 ÆäÀÌÁö)
    10

  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (11 ÆäÀÌÁö)
    11

  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (12 ÆäÀÌÁö)
    12

  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (13 ÆäÀÌÁö)
    13

  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (14 ÆäÀÌÁö)
    14

  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (15 ÆäÀÌÁö)
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  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (2 ÆäÀÌÁö)
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  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (3 ÆäÀÌÁö)
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  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (4 ÆäÀÌÁö)
    4

  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (5 ÆäÀÌÁö)
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  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (6 ÆäÀÌÁö)
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  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (7 ÆäÀÌÁö)
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  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (8 ÆäÀÌÁö)
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  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (9 ÆäÀÌÁö)
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  • [À¯±âÈ­ÇнÇÇè]FRIEDEL-CRAFTS ¾Ëųȭ¹ÝÀÀ(Alkylation) 1,4-Di-tert-Butyl-2,5-dimethoxybenzene ÇÕ¼º A£«°á°úº¸°í¼­(Discussion 6ÆäÀÌÁö ºÐ·®)   (10 ÆäÀÌÁö)
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1. Procedure ÇÕ¼º ¹ÝÀÀÀÇ ÀýÂ÷´Â Áß¿äÇÑ ´Ü°è·Î, ½ÇÇèÀ» ÅëÇØ ¿øÇÏ´Â È­ÇÕ¹°À» ¾ò±â À§ÇÑ ±¸Ã¼ÀûÀÎ °úÁ¤À» Æ÷ÇÔÇÑ´Ù. 1,4-Di-te..
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1. Procedure

1)3gÀÇ 1,4-dimethylbenzeneÀ» 100mL »ï°¢Çöó½ºÅ©¿¡ °¡ÇÏ°í 5mLÀÇ t-butyl alcohol°ú 10mL ¾Æ¼¼Æ®»êÀ» °¡ÇÑ´Ù.

2)¹ÝÀÀ È¥ÇÕ¹°À» ice bath¿¡ ³Ã°¢½ÃŲ´Ù.

3)50mLÀÇ »ï°¢Çöó½ºÅ©¿¡ 15mL Ȳ»êÀ» °¡ÇÏ¿© ice bath¿¡¼­ ³Ã°¢½ÃŲ´Ù.

4)°úÁ¤1¿¡¼­ÀÇ Çöó½ºÅ© ¿Âµµ°¡ 0~3¡É°¡ µÇ¸é ÀÌ Çöó½ºÅ©¸¦ ice bath¿¡¼­ Àß Èçµé¾îÁÖ¾î ³Ã°¢½ÃŲ Ȳ»êÀ» ¼Ò·®¾¿ °¡ÇØÁØ´Ù.

5)±× ÈÄ ice bath¿¡¼­ ²¨³»¾î 20~25¡É¿¡¼­ 5ºÐ ÀÌ»ó ¹æÄ¡ÇÏ°í ´Ù½Ã ice bath¿¡¼­ ³Ã°¢½ÃŲ´Ù.

6)¹ÝÀÀ È¥ÇÕ¹°ÀÌ µé¾îÀÖ´Â Çöó½ºÅ©¿¡ Â÷°¡¿î Áõ·ù¼ö¸¦ 30mL Á¤µµ °¡ÇØ È²»êÀ» Èñ¼®½ÃŲ´Ù.

7)³Ã°¢½ÃŲ ÈÄ ºäÈå³Ê ±ò¶§±â·Î °¨¾Ð¿©°úÇÑ´Ù.

8)Áõ·ù¼ö¿Í ³Ã°¢½ÃŲ 30mLÀÇ ¸Þź¿Ã·Î ¾Ä¾îÁÖ¾î ±â¸§¼ººÐ°ú Ȳ»ö ºÒ¼ø¹°À» Á¦°ÅÇÑ´Ù.

3. Discussion
DiscussionÀÇ ÁÖ¿ä ³»¿ëÀ¸·Î´Â Å©°Ô °úÁ¤ºÐ¼®,°á°úºÐ¼®,¿ÀÂ÷ºÐ¼®​À» ´Ù·ç¾ú½À´Ï´Ù.
¾Æ·¡´Â ¼¼ºÎ³»¿ëÀÇ ÀϺÎÀÔ´Ï´Ù.
¡ßÀ̹ø ½ÇÇèÀÇ ¸ÞÄ¿´ÏÁò
¡ß½ÇÇè¿¡¼­ 1Â÷,2Â÷ ¾ËÄÚ¿Ã ´ë½Å 3Â÷ ¾ËÄÚ¿ÃÀ» »ç¿ëÇÏ´Â ÀÌÀ¯
¡ß¸¸¾à 1Â÷,2Â÷ ¾ËÄÚ¿ÃÀ» »ç¿ëÇßÀ»½Ã ¹ÝÀÀ ¿¹Ãø
¡ß¹ÝÀÀ¹°ÀÇ OCH3 group ´ë½Å deactivating groupÀÌ ºÙ¾îÀÖ´Ù¸é ¹ÝÀÀÀÌ ÀϾ±î
¡ß»ý¼º¹°À» ÇÕ¼ºÇÏ´Â ¶Ç ´Ù¸¥ ¹æ¹ý
¡ß¹ÝÀÀ¹°¿¡ Alkyl±â ´ë½Å Acyl±â¸¦ ġȯ½ÃÅ°´Â ¹æ¹ý
¡ß¿ë¸Å·Î acetic acid(¾Æ¼¼Æ®»ê)À» »ç¿ëÇÏ´Â ÀÌÀ¯
¡ß¹ÝÀÀÀ» ³·Àº ¿Âµµ¿¡¼­ ½ÃÅ°´Â ÀÌÀ¯
¡ßȲ»êÀ» õõÈ÷ ÷°¡ÇÏ´Â ÀÌÀ¯
¡ß¹ÝÀÀ6¿¡¼­ Áõ·ù¼ö¸¦ °¡ÇØÁÖ´Â ÀÌÀ¯
¡ßÁõ·ù¼ö¸¦ Â÷°©°Ô ÇÏ¿© ¾´ ÀÌÀ¯
¡ß°¨¾Ð¿©°ú ÈÄ »ý±ä °áÁ¤Àº Áõ·ù¼ö¿Í ³Ã°¢½ÃŲ ¸Þź¿Ã·Î ¼¼Ã´ÇÏ´Â ÀÌÀ¯
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4.Reference
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1. Procedure

ÇÕ¼º ¹ÝÀÀÀÇ ÀýÂ÷´Â Áß¿äÇÑ ´Ü°è·Î, ½ÇÇèÀ» ÅëÇØ ¿øÇÏ´Â È­ÇÕ¹°À» ¾ò±â À§ÇÑ ±¸Ã¼ÀûÀÎ °úÁ¤À» Æ÷ÇÔÇÑ´Ù. 1,4-Di-tert-butyl-2,5-dimethoxybenzeneÀÇ ÇÕ¼ºÀ» À§ÇÑ Friedel-Crafts ¾Ëųȭ¹ÝÀÀÀº ¸î °¡Áö Áß¿äÇÑ ´Ü°è·Î ÁøÇàµÈ´Ù. ¸ÕÀú, ÀûÀýÇÑ ¹ÝÀÀ ¿ë¸Å¿Í ½Ã¾àÀ» ÁغñÇØ¾ß ÇÑ´Ù. ÀÌ ¹ÝÀÀ¿¡¼­´Â ÁÖ·Î µðŬ·Î·Î¿¡Å×ÀÎ(DCM)À̳ª Åç·ç¿£ °°Àº ºñ±Ø¼º ¿ë¸Å¸¦ »ç¿ëÇÑ´Ù. ÀÌ ¿ë¸Å´Â Ã˸ÅÀÇ ¿ëÇصµ¸¦ ³ôÀÌ°í, Àü¹ÝÀûÀÎ ¹ÝÀÀ ¼Óµµ¸¦ Áõ°¡½ÃÅ°±â À§ÇØ ÇʼöÀûÀÌ´Ù. ±× ´ÙÀ½À¸·Î, 1,4-µðÅÍÆ®ºÎÆ¿º¥Á¨°ú ¾ËųȭÁ¦¸¦ ÁغñÇÑ´Ù. ¾ËųȭÁ¦·Î´Â ÀϹÝÀûÀ¸·Î ºê·ÒÈ­ 1-¿ÃÄÉÀÎÀ» »ç¿ëÇϸç, ÀÌ °æ¿ì 1-ºê·Î¸ð-2-methylpropane (tert-butyl bromide)À̳ª À¯»çÇÑ ±¸Á¶ÀÇ ¹°ÁúÀ» »ç¿ëÇÒ ¼ö ÀÖ´Ù. ÀÌÁ¦ ¹ÝÀÀ ¿ë±â¸¦ ÁغñÇÏ°í, ±×°ÍÀ» ÀûÀýÈ÷ ¼¼Ã´ÇÏ¿© ±Ý¼ÓÀ̳ª ¿À¿°¹°ÁúÀÌ ³²¾ÆÀÖÁö ¾Êµµ·Ï ÇÑ´Ù. ´ÙÀ½, ¹ÝÀÀ ¿ë±â¿¡ 1,4-µðÅÍÆ®ºÎÆ¿º¥Á¨À» ³Ö°í, ±× À§¿¡ ¼±ÅÃÇÑ ºñ±Ø¼º ¿ë¸Å¸¦ ºÎ¾î È¥ÇÕÇÑ´Ù. ÀÌ È¥ÇÕ¹°ÀÇ ¿Âµµ¸¦ Á¶ÀýÇϱâ À§ÇØ °¡¿­À» ½ÃÀÛÇÑ´Ù. ÀϹÝÀûÀ¸·Î ¹ÝÀÀ ¿Âµµ´Â 40~60µµ Á¤µµ°¡ ÀûÇÕÇÏ´Ù. ÀÌ »óÅ¿¡¼­ ¾Ë·ç¹Ì´½ Ŭ·Î¶óÀ̵å(AlCl¸¦ Ã˸ŷΠÃß°¡ÇÑ´Ù. AlCl3´Â ÀüÀÚ Ä£È­ÀûÀΠƯ¼ºÀ»¡¦(»ý·«)


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