Diazomethane → Methyl (1S,2S)-2-(4-Bromophenyl)cyclopropanecarboxylate

HRID 718684

반응식

HRID 718684 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[C:10]([O:12][CH3:13])=[O:11])=[CH:4][CH:3]=1.[N+](=[CH2:16])=[N-]>C(Cl)Cl.CC([O-])=O.CC([O-])=O.[Pd+2]>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C@H:8]2[CH2:16][C@@H:9]2[C:10]([O:12][CH3:13])=[O:11])=[CH:6][CH:7]=1

참가 물질

5

반응물 2

HCID 9550DiazomethaneHCID 816774Methyl 4-bromocinnamate

생성물 1

HCID 117728321Methyl (1S,2S)-2-(4-Bromophenyl)cyclopropanecarboxylate

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

To a mixture of compound 66c (1.50 g, 6.22 mmol) and Pd(OAc)2 (90 mg, 0.40 mmol) in DCM (20 mL) was added an ethereal solution of compound 66b (200 mL). After stirring for 10 min at 0° C., the reaction mixture was concentrated under reduced pressure to yield a residue, which was subjected to flash column chromatography on silica gel (10% EtOAc/petroleum ether) to afford compound 66d as colorless oil. Mass Spectrum (GCMS, ESI pos.): Calcd. for C11H11BrO2: 254.0 (M). found: 254.0.

후처리

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customto yield a residue, which

출처 및 근거

ORD 기록
ord-899384643d394dd09ce1f98e8bfb819a
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09193736B2

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