Acetic Acid → 4'-(16-Acetyloxyhexadecyloxy)biphenyl-4-carboxylic acid ethyl ester

HRID 231019

反応式

HRID 231019 の反応式
O.O.O.O.O.[OH-].C[N+](C)(C)C.CN(C=O)C.[C:17]([OH:20])(=[O:19])[CH3:18].[CH2:21]([O:23][C:24]([C:26]1[CH:31]=[CH:30][C:29]([C:32]2[CH:37]=[CH:36][C:35]([O:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54]Br)=[CH:34][CH:33]=2)=[CH:28][CH:27]=1)=[O:25])[CH3:22]>CCOCC>[CH2:21]([O:23][C:24]([C:26]1[CH:31]=[CH:30][C:29]([C:32]2[CH:37]=[CH:36][C:35]([O:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][O:20][C:17](=[O:19])[CH3:18])=[CH:34][CH:33]=2)=[CH:28][CH:27]=1)=[O:25])[CH3:22]

参加物

6

反応物 4

HCID 176Acetic AcidHCID 6228DimethylformamideHCID 82620Tetramethylammonium Hydroxide PentahydrateHCID 540173084'-(16-Bromohexadecyloxy)biphenyl-4-carboxylic acid ethyl ester

生成物 1

HCID 541844424'-(16-Acetyloxyhexadecyloxy)biphenyl-4-carboxylic acid ethyl ester収率 69%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

60 m moles(10.9 g) of tetramethylammonium hydroxide pentahydrate was added into a DMF solution of 60 m moles(3.6 g) of acetic acid, stirred for one hour, then 50 m moles(27.3 g) of the above 4'-(16-bromohexadecyloxy)biphenyl-4-carboxylic acid ethyl ester was added, and stirred for 12 hours. The reaction solution was ether extracted and concentrated, then purified by column chromatography to obtain 18.1 g of 4'-(16-acetyloxyhexadecyloxy)biphenyl-4-carboxylic acid ethyl ester. (yield: 69%)

後処理

  1. stirringstirred for 12 hours
  2. extractionextracted
  3. concentrationconcentrated
  4. custompurified by column chromatography

出典と根拠

ORDレコード
ord-ba1fbb787ca44a8e8779f40af578017d
出典データセット
uspto-grants-1989_07
特許番号
US04844835

関連ノート

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