Potassium Carbonate → Benzyl 3-(1-acetyl-2-oxocyclohexyl)propanoate

HRID 861699ノート

反応式

HRID 861699 の反応式
[C:1]([CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][C:5]1=[O:10])(=[O:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[C:17]([O:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)(=[O:20])[CH:18]=[CH2:19]>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.C1(C)C=CC=CC=1>[C:1]([C:4]1([CH2:19][CH2:18][C:17]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[O:20])[CH2:9][CH2:8][CH2:7][CH2:6][C:5]1=[O:10])(=[O:3])[CH3:2]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 134002-AcetylcyclohexanoneHCID 75617Benzyl acrylate

生成物 1

HCID 19067480Benzyl 3-(1-acetyl-2-oxocyclohexyl)propanoate収率 100.7%

試薬・触媒・溶媒 2

HCID 66133Benzyl triethylammonium chloride触媒HCID 1140Toluene溶媒

反応条件

温度
40 °C

実験手順

To a solution of 2-acetylcyclohexanone (9.6 g, 0.068 mol), potassium carbonate (11.3 g, 0.082 mol) and benzyltriethylammonium chloride (0.3 g, 0.0013 mol) in toluene (26 ml), was added benzyl acrylate (16.72 g, 0.103 mol) at room temperature. The mixture was heated at 40° C. for 20 hours, cooled, partitioned between water (200 ml) and toluene (200 ml) and toluene (200 ml) and the layers separated. The aqueous layer was extracted with toluene (2×200 ml), the combined organic extracts dried over magnesium sulphate, filtered and concentrated under reduced pressure to provide the title compound as a pale yellow oil, (20.7 g), Rf. 0.2 (silica, hexane/diethyl ether, 2:1). The crude product was used without further purification.

後処理

  1. temperaturecooled
  2. custompartitioned between water (200 ml) and toluene (200 ml) and toluene (200 ml)
  3. customthe layers separated
  4. extractionThe aqueous layer was extracted with toluene (2×200 ml)
  5. dry with materialthe combined organic extracts dried over magnesium sulphate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-8350a2ff0c3341f4ad542c570efcf607
出典データセット
uspto-grants-1998_02
特許番号
US05714628

反応ノート

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