Ethyl Acetate → HCID 86660475、化合物

HRID 41724

反応式

HRID 41724 の反応式
[C:1](Cl)(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11]/[CH:12]=[CH:13]\[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[C:21]([O:25][C:26](=[O:52])/[CH:27]=[CH:28]/[C:29]1[CH:34]=[CH:33][C:32]([C:35]2[CH:40]=[CH:39][C:38]([OH:41])=[C:37]([C:42]34[CH2:51][CH:46]5[CH2:47][CH:48]([CH2:50][CH:44]([CH2:45]5)[CH2:43]3)[CH2:49]4)[CH:36]=2)=[CH:31][CH:30]=1)([CH3:24])([CH3:23])[CH3:22].CCOC(C)=O>N1C=CC=CC=1>[C:42]12([C:37]3[CH:36]=[C:35]([C:32]4[CH:33]=[CH:34][C:29]([CH:28]=[CH:27][C:26]([O:25][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:52])=[CH:30][CH:31]=4)[CH:40]=[CH:39][C:38]=3[O:41][C:1](=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]/[CH2:11][CH:12]=[CH:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:43][CH:44]3[CH2:50][CH:48]([CH2:47][CH:46]([CH2:45]3)[CH2:51]1)[CH2:49]2

参加物

5

反応物 3

HCID 8857Ethyl AcetateHCID 9817754Linoleoyl chlorideHCID 86660473HCID 86660473、化合物

生成物 1

HCID 86660475HCID 86660475、化合物収率 65%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
50 °C

実験手順

Linoleoyl chloride (208 mg, 0.696 mmol) was added to a solution of (E)-3-(3′-adamantan-1-yl-4′-hydroxybiphenyl-4-yl)-acrylic acid tert-butyl ester (200 mg, 0.464 mmol) in pyridine (2.2 ml). The resulting mixture was heated to 50° C. for 1 h, and then stirred at RT overnight. After addition of EtOAc, the organic phase was washed twice with 1N HCl, water, dried over Na2SO4, filtered and removed under reduced pressure. (E)-Octadeca-9,12-dienoic acid 3-adamantan-1-yl-4′-(2-tert-butoxycarbonylvinyl)biphenyl-4-yl ester was obtained as a colourless oil after purification on silica gel (EtOAc/hexane 5:95) in 65% yield (210 mg).

後処理

  1. washthe organic phase was washed twice with 1N HCl, water
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. customremoved under reduced pressure

出典と根拠

ORDレコード
ord-470bff9b5847421b9928813953b96742
出典データセット
uspto-grants-2013_09
特許番号
US08530517B2

関連ノート

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