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Dimethylformamide → (S)-3-Cyclohexylbutyroyl Chloride

HRID 1166457
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HRID 1166457 반응식
[C:1]1([C@@H:7]([CH3:12])[CH2:8][C:9](O)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(Cl)(=O)C([Cl:16])=O.CN(C=O)C>CO.C1(C)C=CC=CC=1.[Rh]>[CH:1]1([C@@H:7]([CH3:12])[CH2:8][C:9]([Cl:16])=[O:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 852991(3S)-3-phenylbutanoic acid

생성물 1

HCID 12085190(S)-3-Cyclohexylbutyroyl Chloride

시약·촉매·용매 3

HCID 23948Rhodium촉매HCID 887Methanol용매HCID 1140Toluene용매

실험 절차

(S)-3-phenylbutyric acid was hydrogenated using Rh/C in MeOH at 60 psi and 60° C. for 3.2 hours. The reduced product was then converted to the title acid chloride by treating with 1 eq of oxalyl chloride, and a catalytic amount of DMF, in toluene for 90 minutes, followed by evaporation of the volatile materials.

후처리

  1. customat 60 psi and 60° C.
  2. customfor 3.2 hours
  3. customfollowed by evaporation of the volatile materials

출처 및 근거

ORD 기록
ord-e425d4f156254adc9d08a4f60024b1b6
출처 데이터셋
uspto-grants-2003_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06613880B2

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