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Methyl 3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate → HCID 45090112, 화합물

HRID 485712
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HRID 485712 반응식
C([Li])CCC.[CH3:6][C:7]1([CH3:18])[C@@H:9]([CH:10]=[C:11](Br)Br)[C@H:8]1[C:14]([O:16][CH3:17])=[O:15].P(O)(O)([O-])=O.[Na+]>C1CCCCC1>[CH3:6][C:7]1([CH3:18])[C@@H:9]([C:10]#[CH:11])[C@H:8]1[C:14]([O:16][CH3:17])=[O:15]
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참가 물질

5

반응물 3

HCID 188825Methyl 3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylateHCID 23672064Monosodium phosphateHCID 178418339Butyllithium

생성물 1

HCID 45090112HCID 45090112, 화합물수율 51%

시약·촉매·용매 1

HCID 8078Cyclohexane용매2회

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온도
-60 °C

실험 절차

100 ml of a solution of 1.85M of butyllithium in cyclohexane were slowly added at -100° C. to a cyclohexane solution containing 58.34 g of methyl (1R,cis) 2,2-dimethyl-3-(2,2-dibromovinyl)-cyclopropane-carboxylate and the mixture was stirred at -100° C. for 30 minutes, at -60° C. for one hour and was then poured into an iced aqueous monosodium phosphate solution. The mixture was extracted with benzene and the organic phase was evaporated to dryness under reduced pressure. The residue was rectified to obtain 14.5 g of methyl (1R,cis) 2,2-dimethyl-3-ethynyl-cyclopropane-carboxylate with a boiling point of 40° C. at 0.5 mm Hg.

후처리

  1. extractionThe mixture was extracted with benzene
  2. customthe organic phase was evaporated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-0e00f13adc70420d8dc98f0cff1f9715
출처 데이터셋
uspto-grants-1985_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04537897

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