3-(2,2-Dibromoethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride → HCID 20032126, 화합물

HRID 231840

반응식

HRID 231840 반응식
C(N1C2[C:7](=[CH:8][CH:9]=CC=2)[C:6]([CH:13]([OH:15])[CH3:14])=[C:5]1[C:16](F)(F)F)C#C.[Br:20][C:21]([Br:31])=[CH:22][CH:23]1[CH:25]([C:26](Cl)=[O:27])[C:24]1(C)C>N1C=CC=CC=1>[CH3:16][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[CH:22]([O:15][CH:13]([CH3:6])[CH3:14])([CH3:23])[CH3:21].[Br:31][C:21]([Br:20])=[CH:22][CH:23]1[CH:25]([C:26]([O-:27])=[O:15])[CH2:24]1

참가 물질

5

반응물 2

HCID 129405823-(2,2-Dibromoethenyl)-2,2-dimethylcyclopropane-1-carbonyl chlorideHCID 88619781(RS) [1-(2-propynyl)-2-trifluoromethyl-(1H)-indol-3-yl]-ethanol

생성물 2

HCID 20032126HCID 20032126, 화합물HCID 21881879Diisopropylether hexane

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

0.82 g of 1 (RS) [1-(2-propynyl)-2-trifluoromethyl-(1H)-indol-3-yl]-ethanol and 20 ml of 3-(2,2-dibromoethenyl)-2,2-dimethyl-cyclopropane-carboxylic acid chloride were mixed together at ambient temperature under an inert atmosphere, and 0.3 ml of pyridine were added. After stirring for 18 hours, the solvents were evaporated under reduced pressure to obtain 3.15 g of crude product which was purified by chromatography over silica (eluent: hexane-ethyl acetate 9-1 then hexane-isopropyl ether 9-1) to obtain 1(RS) [1-(2-propynyl)-2-trifluoromethyl-)1H)-indol-3-yl]-ethyl 1R,cis 2,2-dimethyl [3-(2,2-dibromoethenyl)-cyclopropane-carboxylate with a specific rotation of [α]D20 =-30.5°±1.6° (c=0.6% in toluene).

후처리

  1. additionwere added
  2. customthe solvents were evaporated under reduced pressure
  3. customto obtain 3.15 g of crude product which
  4. customwas purified by chromatography over silica (eluent

출처 및 근거

ORD 기록
ord-0eb7d25190ac4e4fb8a88d52d2ed4394
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04849443

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