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

HRID 1452314노트

반응식

HRID 1452314 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

HCID 19972577Methyl 2-cycloheptanecarbonyloxy-3-propionylbenzoate

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-902be35490e84e1abd21a94220bdf706
출처 데이터셋
uspto-grants-1997_02
특허 번호
US05605896

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