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Ethyl Acetate → S-(2-Trimethylsilylethyl)-3-fluoro-5-phenylthiophenol

HRID 1901112
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반응식

HRID 1901112 반응식
[H-].[Na+].[CH3:3][Si:4]([CH3:9])([CH3:8])[CH2:5][CH2:6][SH:7].[F:10][C:11]1[CH:16]=[C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:14]=[C:13](F)[CH:12]=1.C(OCC)(=O)C>CN(C=O)C>[CH3:3][Si:4]([CH3:9])([CH3:8])[CH2:5][CH2:6][S:7][C:13]1[CH:14]=[C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:16]=[C:11]([F:10])[CH:12]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 2055212-(Trimethylsilyl)ethanethiolHCID 130223913,5-Difluorobiphenyl

생성물 1

HCID 57070644S-(2-Trimethylsilylethyl)-3-fluoro-5-phenylthiophenol

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

반응 조건

온도
110 °C

실험 절차

To a suspension of NaH (360 mg) in DMF (10 mL) at 0° C. was added 2-(trimethylsilyl)ethanethiol (1.8 mL). After 10 min., a solution of 1,3-difluoro-5-phenylbenzene (1.9 g) in DMF (5 mL) was added and the resulting mixture was heated at 110° C. for 2.5 h. Ethyl acetate was added and the solution was washed with 1N HCl, H2O and brine. Concentration and chromatography (silica gel; hexane/EtOAc (98:2)) provided the title compound as a liquid.

후처리

  1. washthe solution was washed with 1N HCl, H2O and brine
  2. concentrationConcentration and chromatography (silica gel; hexane/EtOAc (98:2))

출처 및 근거

ORD 기록
ord-b5f33523b9b84f7daf7281a35877f702
출처 데이터셋
uspto-grants-1996_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05576338

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