Methyl 2-hydroxy-3-propionylbenzoate → Methyl 2-cycloheptanecarbonyloxy-3-propionylbenzoate

HRID 1452314ノート

反応式

HRID 1452314 の反応式
[OH:1][C:2]1[C:11]([C:12](=[O:15])[CH2:13][CH3:14])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[CH:16]1([C:23](Cl)=[O:24])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1>CN(C)C1C=CN=CC=1.ClCCl>[CH:16]1([C:23]([O:1][C:2]2[C:11]([C:12](=[O:15])[CH2:13][CH3:14])=[CH:10][CH:9]=[CH:8][C:3]=2[C:4]([O:6][CH3:7])=[O:5])=[O:24])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1

参加物

5

反応物 2

HCID 10899812Methyl 2-hydroxy-3-propionylbenzoateHCID 12556870Cycloheptanecarbonyl chloride

生成物 1

HCID 19972577Methyl 2-cycloheptanecarbonyloxy-3-propionylbenzoate

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回

実験手順

A mixture, of 7.3 g of methyl 2-hydroxy-3-propionylbenzoate, 4.7 g of 4-dimethylaminopyridine and 50 ml of dichloromethane was stirred at room temperature. Cycloheptanecarbonyl chloride, 56 g, in 10 ml of dichloromethane, (prepared as described in P. W. Collins et al., J. Med. Chem. 32, 1001-1006 (1989)) was added to the solution using dropwise addition. The mixture was stirred at room temperature for 5 hours and allowed to stand overnight. The reaction mixture was washed, in succession, with 3% hydrochloric acid, saturated aqueous sodium bicarbonate solution and water. This was followed by drying over anhydrous sodium sulfate and evaporation to dryness to provide 9.8 g of crude methyl 2-cycloheptanecarbonyloxy-3-propionylbenzoate. This product was utilized without further purification.

後処理

  1. additionwas added to the solution
  2. additionaddition
  3. waitto stand overnight
  4. washThe reaction mixture was washed, in succession, with 3% hydrochloric acid, saturated aqueous sodium bicarbonate solution and water
  5. dry with materialby drying over anhydrous sodium sulfate and evaporation to dryness

出典と根拠

ORDレコード
ord-902be35490e84e1abd21a94220bdf706
出典データセット
uspto-grants-1997_02
特許番号
US05605896

反応ノート

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