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

HRID 1716317ノート

反応式

HRID 1716317 の反応式
[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

参加物

6

反応物 3

HCID 8471TriethylamineHCID 60984Methyl bromoacetateHCID 677894-Fluorothiophenol

生成物 1

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

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-6368f73d05e145a5ba5808c88e9e99ef
出典データセット
uspto-grants-2010_09
特許番号
US07803793B2

反応ノート

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