Chlorosuccinimide → 2-(N-Boc-amino)-5-chloro-3-phenyl-thiophene

HRID 1296191노트

반응식

HRID 1296191 반응식
[C:1]([NH:8][C:9]1[S:10][CH:11]=[CH:12][C:13]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[Cl:20]N1C(=O)CCC1=O>ClCCl>[C:1]([NH:8][C:9]1[S:10][C:11]([Cl:20])=[CH:12][C:13]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

참가 물질

4

반응물 2

HCID 31398ChlorosuccinimideHCID 589118012-(N-Boc-amino)-3-phenyl-thiophene

생성물 1

HCID 589117542-(N-Boc-amino)-5-chloro-3-phenyl-thiophene수율 66.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To 2-(N-Boc-amino)-3-phenyl-thiophene (89 mg, 0.32 mmol) in dichloromethane (4 ml) at 0° C. was slowly added N-chlorosuccinimide (48 mg, 0.36 mmol), and the mixture allowed warm to ambient temperature for 16 hr. The mixture was diluted with dichloromethane, washed with water, and the organic phase concentrated in vacuo. Flash chromatography on silica gel (ethyl acetate/hexanes) yielded 2-(N-Boc-amino)-5-chloro-3-phenyl-thiophene (66 mg, 66%).

후처리

  1. customat 0° C.
  2. washwashed with water
  3. concentrationthe organic phase concentrated in vacuo

출처 및 근거

ORD 기록
ord-e3008ca20ef84304b74a4e91e6fcf9d5
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07244851B2

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