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p-Chlorothiophenol → tert-Butyl 3-[(4-chlorophenyl)thio]propylcarbamate

HRID 1677004
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인쇄 미리보기

반응식

HRID 1677004 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.[H-].[Na+].CS(O[CH2:16][CH2:17][CH2:18][NH:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])(=O)=O>CN(C=O)C.CCOC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:16][CH2:17][CH2:18][NH:19][C:20](=[O:21])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 7815p-ChlorothiophenolHCID 24758Sodium hydrideHCID 114141093-((Tert-butoxycarbonyl)amino)propyl methanesulfonate

생성물 1

HCID 85937154tert-Butyl 3-[(4-chlorophenyl)thio]propylcarbamate

시약·촉매·용매 2

HCID 6228Dimethylformamide용매2회HCID 8857
Ethyl Acetate
용매

실험 절차

A solution of 4-chlorothiophenol (91 mg) in 6 mL of DMF was cooled to 0° C. under N2. Sodium hydride (60%, 30 mg) was added and the reaction stirred for 30 minutes. The product from Step A above in 3 mL of DMF was added and the reaction allowed to warm to room temperature while stirring overnight. This was diluted with EtOAc, washed with saturated NaHCO3 and brine and dried over Na2SO4. Concentrating in vacuo gave the titled compound. ESI+ MS: 202 [MH-Boc]+.

후처리

  1. stirringwhile stirring overnight
  2. washwashed with saturated NaHCO3 and brine
  3. dry with materialdried over Na2SO4
  4. concentrationConcentrating in vacuo

출처 및 근거

ORD 기록
ord-862579fe7cc14c6ba70f67a95570f4a6
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08008295B2

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