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 2192307노트

반응식

HRID 2192307 반응식
[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]

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 178479819HCID 178479819, 화합물촉매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-db7140eed88d4096bb5b9e4006b573e6
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08329729B2

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