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p-Toluenesulfonic acid → (1R,cis) 2,2-dimethyl-3-[Z-2-(propargyloxycarbonyl)-ethenyl]-cyclopropane-carboxylic acid

HRID 1995180
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HRID 1995180 반응식
[CH3:1][C:2]1([CH3:20])[C@@H:4](/[CH:5]=[CH:6]\[C:7]([O:9][CH2:10][C:11]#[CH:12])=[O:8])[C@H:3]1[C:13]([O:15]C(C)(C)C)=[O:14].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH3:1][C:2]1([CH3:20])[C@@H:4](/[CH:5]=[CH:6]\[C:7]([O:9][CH2:10][C:11]#[CH:12])=[O:8])[C@H:3]1[C:13]([OH:15])=[O:14]
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참가 물질

4

반응물 2

HCID 6101p-Toluenesulfonic acidHCID 86739014tert.-butyl(1R,cis)2,2-dimethyl-3-[Z-2-(propargyloxy-carbonyl)-ethenyl]cyclopropane-carboxylate

생성물 1

HCID 86739015(1R,cis) 2,2-dimethyl-3-[Z-2-(propargyloxycarbonyl)-ethenyl]-cyclopropane-carboxylic acid수율 99.6%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
0 °C

실험 절차

A mixture of 2.0 g of the product of Step A, 0.2 g of p-toluene sulfonic acid and 20 ml of anhydrous toluene was refluxed for 10 minutes and was cooled to 0° C. and stirred for 30 minutes. The mixture was filtered and the filtrate was evaporated to dryness under reduced pressure to obtain 1.59 g of (1R,cis) 2,2-dimethyl-3-[Z-2-(propargyloxycarbonyl)-ethenyl]-cyclopropane-carboxylic acid which was used as is for the next step.

후처리

  1. temperaturewas refluxed for 10 minutes
  2. filtrationThe mixture was filtered
  3. customthe filtrate was evaporated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-cb102b78465e4a5d955f898e5237f867
출처 데이터셋
uspto-grants-1983_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04402972

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