2-But-3-enyl-2-thiophen-2-yl-hex-5-enoic acid ethyl ester → 1-Thiophen-2-yl-cyclohept-4-enecarboxylic acid ethyl ester

HRID 2192307ノート

反応式

HRID 2192307 の反応式
[CH2:1]([O:3][C:4](=[O:19])[C:5]([CH2:15][CH2:16][CH:17]=[CH2:18])([C:10]1[S:11][CH:12]=[CH:13][CH:14]=1)[CH2:6][CH2:7]C=C)[CH3:2]>ClCCl.Cl[Ru](=CC1C=CC=CC=1)([P](C1CCCCC1)(C1CCCCC1)C1CCCCC1)([P](C1CCCCC1)(C1CCCCC1)C1CCCCC1)Cl>[CH2:1]([O:3][C:4]([C:5]1([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)[CH2:6][CH2:7][CH:18]=[CH:17][CH2:16][CH2:15]1)=[O:19])[CH3:2]

参加物

4

反応物 1

HCID 583483872-But-3-enyl-2-thiophen-2-yl-hex-5-enoic acid ethyl ester

生成物 1

HCID 583483311-Thiophen-2-yl-cyclohept-4-enecarboxylic acid ethyl ester収率 90.9%

試薬・触媒・溶媒 2

HCID 178479819HCID 178479819、化合物触媒HCID 6344Dichloromethane溶媒

実験手順

To 2-but-3-enyl-2-thiophen-2-yl-hex-5-enoic acid ethyl ester (Example 5a) (3.18 g) in dichloromethane (100 mL) was added Grubbs Catalyst (2nd Generation, Sigma-Aldrich Company Ltd) (0.100 g). The mixture was warmed to reflux under nitrogen. After 20 hours the mixture was allowed to cool to room temperature and evaporated to an oil. Purification by column chromatography on silica eluting with ethyl acetate/isohexane (10:90) to yield the sub-titled compound (2.60 g) as a coloured oil.

後処理

  1. temperatureThe mixture was warmed
  2. temperatureto reflux under nitrogen
  3. customevaporated to an oil
  4. customPurification by column chromatography on silica eluting with ethyl acetate/isohexane (10:90)

出典と根拠

ORDレコード
ord-db7140eed88d4096bb5b9e4006b573e6
出典データセット
uspto-grants-2012_12
特許番号
US08329729B2

反応ノート

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