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N-Fluorobenzenesulfonimide → Methyl (3R)-3-(4-chlorophenyl)-3-cyclopropyl-2-fluoropropanoate

HRID 1835035
노트
인쇄 미리보기

반응식

HRID 1835035 반응식
C([N-]C(C)C)(C)C.[Li+].[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([C@@H:16]([CH:22]2[CH2:24][CH2:23]2)[CH2:17][C:18]([O:20][CH3:21])=[O:19])=[CH:12][CH:11]=1.C1C=CC(S(N(S(C2C=CC=CC=2)(=O)=O)[F:35])(=O)=O)=CC=1>O1CCCC1>[Cl:9][C:10]1[CH:11]=[CH:12][C:13]([C@@H:16]([CH:22]2[CH2:23][CH2:24]2)[CH:17]([F:35])[C:18]([O:20][CH3:21])=[O:19])=[CH:14][CH:15]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 588007N-FluorobenzenesulfonimideHCID 2724682Lithium diisopropylamideHCID 70125923Methyl(3R)-3-(4-chlorophenyl)-3-cyclopropylpropanoate

생성물 1

HCID 88160210Methyl (3R)-3-(4-chlorophenyl)-3-cyclopropyl-2-fluoropropanoate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
-78 °C

실험 절차

To a stirred solution of lithium diisopropyl amide (30 mmol) in dry tetrahydrofuran (125 ml) under nitrogen at −78° C. is added dropwise a solution of methyl (3R)-3-(4-chlorophenyl)-3-cyclopropylpropanoate (6.5 g, 27.2 mmol) in dry tetrahydrofuran (50 ml). The reaction mixture is allowed to warm to 0° over 5 minutes, re-cooled to −78° C., and N-fluorobenzenesulfonimide (19.1 g, 60.6 mmol) is added.

후처리

  1. temperatureto warm to 0° over 5 minutes

출처 및 근거

ORD 기록
ord-7cb6eeccfdf142ff92f2282a8200dc30
출처 데이터셋
uspto-grants-2004_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06770463B2

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