4-Methylbenzenethiol → 1-Acetoxy-3-(4-methylphenylthio)acetone

HRID 571614

反応式

HRID 571614 の反応式
[C:1]([O:4][CH2:5][C:6]([CH2:8]Cl)=[O:7])(=[O:3])[CH3:2].[CH3:10][C:11]1[CH:16]=[CH:15][C:14]([SH:17])=[CH:13][CH:12]=1.C(N(CC)CC)C>COC(C)(C)C>[C:1]([O:4][CH2:5][C:6]([CH2:8][S:17][C:14]1[CH:15]=[CH:16][C:11]([CH3:10])=[CH:12][CH:13]=1)=[O:7])(=[O:3])[CH3:2]

参加物

5

反応物 3

HCID 78114-MethylbenzenethiolHCID 8471TriethylamineHCID 384132-Propanone, 1-(acetyloxy)-3-chloro-

生成物 1

HCID 682846161-Acetoxy-3-(4-methylphenylthio)acetone収率 97.6%

試薬・触媒・溶媒 1

HCID 15413tert-Butyl methyl ether溶媒

実験手順

To a solution of 1-acetoxy-3-chloroacetone (5.0 g, 33.2 mmol) and 4-methylthiophenol (4.12 g, 33.2 mmol) in tert-butyl methyl ether (100 ml) was slowly added triethylamine (5.1 ml, 36.6 mmol) under ice-cooling. The solution was stirred at room temperature for 30 minutes. The reaction solution was washed with water, saturated aqueous sodium hydrogen carbonate solution, then saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=7:3) to give 7.72 g of 1-acetoxy-3-(4-methylphenylthio)acetone (yield: 97%) as oil.

後処理

  1. temperaturecooling
  2. washThe reaction solution was washed with water, saturated aqueous sodium hydrogen carbonate solution
  3. dry with materialsaturated brine, dried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=7:3)

出典と根拠

ORDレコード
ord-0358b8ce5dcc4b9b830d8276f3ec09a8
出典データセット
uspto-grants-2015_05
特許番号
US09029295B2

関連ノート

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