Triethylamine → (4-Fluoro-phenylsulfanyl)-acetic acid methyl ester

HRID 1716317노트

반응식

HRID 1716317 반응식
[CH3:1][O:2][C:3](=[O:6])[CH2:4]Br.C(N(CC)CC)C.[F:14][C:15]1[CH:20]=[CH:19][C:18]([SH:21])=[CH:17][CH:16]=1>C1COCC1.CCOC(C)=O>[CH3:1][O:2][C:3](=[O:6])[CH2:4][S:21][C:18]1[CH:19]=[CH:20][C:15]([F:14])=[CH:16][CH:17]=1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 60984Methyl bromoacetateHCID 677894-Fluorothiophenol

생성물 1

HCID 20627006(4-Fluoro-phenylsulfanyl)-acetic acid methyl ester

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of bromo acetic acid methyl ester (1.53 g, 0.95 ml, 10.0 mmol) and triethylamine (3.0 ml) in dry THF (25 mL) was added 4-fluoro-benzenethiol (1.62 g, 12.6 mmol) in one portion at room temperature. The resulting mixture was heated to reflux and stirred until the TLC showed the completion of the reaction. The reaction mixture was diluted with EtOAc and washed sequentially with aqueous HCl, water and saturated NaCl solution. The organic phase was then dried over anhydrous Na2SO4 and concentrated under reduced pressure to gave a crude material, which was then purified by a column chromatography with 0˜5% EtOAc in hexanes. MS: 201.3 (M+H)+.

후처리

  1. temperatureThe resulting mixture was heated
  2. temperatureto reflux
  3. customthe completion of the reaction
  4. washwashed sequentially with aqueous HCl, water and saturated NaCl solution
  5. dry with materialThe organic phase was then dried over anhydrous Na2SO4
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-6368f73d05e145a5ba5808c88e9e99ef
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07803793B2

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