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

HRID 571614

반응식

HRID 571614 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 682846161-Acetoxy-3-(4-methylphenylthio)acetone수율 97.6%

시약·촉매·용매 1

HCID 15413tert-Butyl methyl ether용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-0358b8ce5dcc4b9b830d8276f3ec09a8
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09029295B2

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