Acetonitrile → HCID 54186988, 화합물

HRID 654980노트

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HRID 654980 반응식
CC(CC1C=CC=CC=1)C(O)=[S:4].[Mg+2].[N+:14]([C:17]1[CH:30]=[CH:29][C:20]([CH2:21][O:22][C:23](=O)[CH2:24][C:25]([O-:27])=O)=[CH:19][CH:18]=1)([O-:16])=[O:15].C(O[CH2:38][C:39]1[CH:44]=[CH:43][C:42]([N+]([O-])=O)=[CH:41][CH:40]=1)(=O)CC([O-])=O.[C:48](#N)[CH3:49]>C(OCC)(=O)C>[O:27]=[C:25]([CH:48]([CH3:49])[CH2:38][C:39]1[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=1)[CH2:24][C:23]([O:22][CH2:21][C:20]1[CH:19]=[CH:18][C:17]([N+:14]([O-:16])=[O:15])=[CH:30][CH:29]=1)=[S:4]

참가 물질

5

반응물 3

HCID 6342Acetonitrile2회HCID 13338668Magnesium mono-p-nitrobenzyl malonateHCID 178438938HCID 178438938, 화합물

생성물 1

HCID 54186988HCID 54186988, 화합물

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

2-Methyl-3-phenylthiopropionic acid (4.60 g; 23.44 mmole) was dissolved in dry acetonitrile (20 ml), and 1,1-carbonyldiimidazole (4.56 g; 28.13 mmole) was added thereto with ice-cooling, and the resultant mixture was stirred at the same temperature for 30 minutes. The reaction mixture was dropwise added to a solution of malonic acid p-nitrobenzyl ester magnesium salt (17.53 g; 35 mmole) in dry acetonitrile (70 ml) at 50° C., and the resultant mixture was stirred at the same temperature for 30 minutes. After completion of the reaction, the reaction mixture was returned to room temperature and diluted with ethyl acetate. The organic layer was washed successively with lN hydrochloric acid, water, a saturated sodium bicarbonate solution, water and an aqueous sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography to give p-nitrobenzyl 3-oxo-4-methyl-5-phenylthiopentanoate.

후처리

  1. temperaturewith ice-cooling
  2. customAfter completion of the reaction
  3. customwas returned to room temperature
  4. washThe organic layer was washed successively with lN hydrochloric acid, water
  5. dry with materiala saturated sodium bicarbonate solution, water and an aqueous sodium chloride solution and dried over anhydrous sodium sulfate
  6. customThe solvent was removed under reduced pressure
  7. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-ca132e0b481649239ecc848cdd28266b
출처 데이터셋
uspto-grants-1992_07
특허 번호
US05134231

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