Oxalyl chloride → 3-(3-Fluoro-4-methoxy-phenysulfanyl)-3-methyl-butyroyl chloride

HRID 619609ノート

反応式

HRID 619609 の反応式
[F:1][C:2]1[CH:3]=[C:4]([S:10][C:11]([CH3:17])([CH3:16])[CH2:12][C:13](O)=[O:14])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].C(Cl)(=O)C([Cl:21])=O>C1C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]([S:10][C:11]([CH3:17])([CH3:16])[CH2:12][C:13]([Cl:21])=[O:14])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]

参加物

4

反応物 2

HCID 65578Oxalyl chlorideHCID 218466493-(3-Fluoro-4-methoxy-phenylsulfanyl)-3-methyl-butyric acid2 回

生成物 1

HCID 179218173-(3-Fluoro-4-methoxy-phenysulfanyl)-3-methyl-butyroyl chloride収率 88.2%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒2 回

実験手順

To a solution of 3-(3-fluoro-4-methoxy-phenylsulfanyl)-3-methyl-butyric acid (Compound 201, 3.00 g, 11.6 mmol) in 40 mL of benzene at room temperature was added a solution of oxalyl chloride (2.21 g, 17.4 mmol) in 5 mL of benzene over 30 minutes. After 3 hours, the solution was washed with ice cold 5% aqueous NaOH (CAUTION: a large volume of gas is released during this procedure), followed by ice cold H2O, and finally saturated aqueous NaCl. The solution was dried (Na2SO4) and concentrated under reduced pressure to give 2.83 g of a clear yellow oil. This material was used without further purification in the next step. 1H NMR (300 MHz, CDCl3)δ: 7.27 (2H, m), 6.96 (1H, t, J=8.4 Hz), 3.93 (3H, s), 3.13 (2H, s), 1.42 (6H, s).

後処理

  1. washthe solution was washed with ice cold 5% aqueous NaOH (CAUTION
  2. dry with materialThe solution was dried (Na2SO4)
  3. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-f044985a401f4b4b9c9c8b2a8f2b5542
出典データセット
uspto-grants-1999_09
特許番号
US05958954

反応ノート

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