Methanesulfonyl chloride → 2-Chloro-4-fluorophenyl methanesulfonate

HRID 580272

反応式

HRID 580272 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[OH:9].[CH3:10][S:11](Cl)(=[O:13])=[O:12]>N1C=CC=CC=1>[CH3:10][S:11]([O:9][C:3]1[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=1[Cl:1])(=[O:13])=[O:12]

参加物

4

反応物 2

HCID 31297Methanesulfonyl chlorideHCID 748142-Chloro-4-fluorophenol

生成物 1

HCID 98374312-Chloro-4-fluorophenyl methanesulfonate収率 92.3%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a mixture of 2-chloro-4-fluorophenol (14.7 g) and methylsulfonyl chloride (11.5 g), under ice-cooling, pyridine (30 g) was added dropwise. The resulting mixture was stirred at room temperature for 30 minutes to complete the methylsulfonylation, after which the pyridine was distilled off under reduced pressure. Toluene and water were added to the residue and the mixture was washed with a dilute aqueous hydrochloric acid, then with water. The toluene layer as separated was dried over anhydrous sodium sulfate and then the toluene was distilled off to afford the titled compound (20.8 g) as a pale yellow oil. After purification by silica gel chromatography, the oil was made colorless with a refractive index nD23 =1.5117.

後処理

  1. temperatureunder ice-cooling
  2. distillationafter which the pyridine was distilled off under reduced pressure
  3. additionToluene and water were added to the residue
  4. washthe mixture was washed with a dilute aqueous hydrochloric acid
  5. customThe toluene layer as separated
  6. dry with materialwas dried over anhydrous sodium sulfate
  7. distillationthe toluene was distilled off

出典と根拠

ORDレコード
ord-6fa1ac8d2b4b4539bfc9f3fb4b48d7c2
出典データセット
uspto-grants-1988_06
特許番号
US04752326

関連ノート

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