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p-Toluenesulfonic acid → (1R,cis)2,2-dimethyl-3-(pentyloxycarbonyl-ethynyl)-cyclopropane-carboxylic acid

HRID 1995164
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HRID 1995164 반응식
[CH3:1][C:2]1([CH3:22])[C@@H:4]([C:5]#[C:6][C:7]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])=[O:8])[C@H:3]1[C:15]([O:17]C(C)(C)C)=[O:16].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH3:22][C:2]1([CH3:1])[C@@H:4]([C:5]#[C:6][C:7]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])=[O:8])[C@H:3]1[C:15]([OH:17])=[O:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6101p-Toluenesulfonic acidHCID 57192866tert.-butyl(1R,cis)2,2-dimethyl-3-[pentyloxycarbonylethynyl]cyclopropane-carboxylate

생성물 1

HCID 18599579(1R,cis)2,2-dimethyl-3-(pentyloxycarbonyl-ethynyl)-cyclopropane-carboxylic acid수율 112%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of 5.24 g of the product of Step A, 50 ml of toluene and 250 mg of p-toluene sulfonic acid was refluxed until gas evolution ceased and was then evaporated to dryness under reduced pressure to obtain 4.8 g of crude (1R,cis) 2,2-dimethyl-3-(pentyloxycarbonyl-ethynyl)-cyclopropane-carboxylic acid which was used as is for the next step.

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후처리

  1. temperaturewas refluxed until gas evolution
  2. customwas then evaporated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-26f8d61073ef4410848ff86fbea1cc7a
출처 데이터셋
uspto-grants-1983_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04402972

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