Methyl chlorodifluoroacetate → 4-Chloro-2-trifluoromethyl-6-methyl-benzoic acid methyl ester

HRID 2427676ノート

反応式

HRID 2427676 の反応式
[F-:1].[K+].[CH3:3][O:4][C:5](=[O:15])[C:6]1[C:11]([CH3:12])=[CH:10][C:9]([Cl:13])=[CH:8][C:7]=1I.COC(=O)[C:19](Cl)([F:21])[F:20]>CN(C=O)C.[Cu]I>[CH3:3][O:4][C:5](=[O:15])[C:6]1[C:11]([CH3:12])=[CH:10][C:9]([Cl:13])=[CH:8][C:7]=1[C:19]([F:21])([F:1])[F:20]

参加物

6

反応物 3

HCID 73935Methyl chlorodifluoroacetateHCID 522689Potassium FluorideHCID 67192903Methyl 4-chloro-2-iodo-6-methylbenzoate

生成物 1

HCID 579494324-Chloro-2-trifluoromethyl-6-methyl-benzoic acid methyl ester収率 67.4%

試薬・触媒・溶媒 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
140 °C

実験手順

CuI (1.9 g, 10 mmol) and potassium fluoride (0.58 g, 10 mmol) were added under an N2 atmosphere to a solution of 4-chloro-2-iodo-6-methyl-benzoic acid methyl ester (2.9 g, 9.4 mmol) and chloro-difluoro-acetic acid methyl ester (1.2 mL, 11 mmol) in DMF (25 mL). The mixture was stirred at 140° C. for 18 h. The reaction was cooled and the solvent evaporated. Silica gel column chromatography using 10% ethyl acetate in hexane afforded 4-chloro-2-trifluoromethyl-6-methyl-benzoic acid methyl ester (1.6 g, 67%). GC-MS: m/z 252 (M−1)+, 221 (M−31)+.

後処理

  1. temperatureThe reaction was cooled
  2. customthe solvent evaporated

出典と根拠

ORDレコード
ord-14fd7c9cdfb9490286d98954739ab7a0
出典データセット
uspto-grants-2011_06
特許番号
US07968570B2

反応ノート

読み込み中…