Chloroform → 4-Nitrophenyl (7-Isopropoxycarbonyl-6-methyl-2,3,5,6-tetrahydropyrrolo[2,1-b]thiazol-3-ylidene)acetate

HRID 2372377노트

반응식

HRID 2372377 반응식
[CH3:1][CH:2]1[CH2:6][NH:5][C:4](=[S:7])[CH:3]1[C:8]([O:10][CH:11]([CH3:13])[CH3:12])=[O:9].C([O-])(=O)C.[Na+].Br[CH2:20][C:21](=O)[CH2:22][C:23]([O:25][C:26]1[CH:31]=[CH:30][C:29]([N+:32]([O-:34])=[O:33])=[CH:28][CH:27]=1)=[O:24].C(Cl)(Cl)Cl>C1C=CC=CC=1>[CH:11]([O:10][C:8]([C:3]1[CH:2]([CH3:1])[CH2:6][N:5]2[C:21](=[CH:22][C:23]([O:25][C:26]3[CH:31]=[CH:30][C:29]([N+:32]([O-:34])=[O:33])=[CH:28][CH:27]=3)=[O:24])[CH2:20][S:7][C:4]=12)=[O:9])([CH3:13])[CH3:12]

참가 물질

6

반응물 4

HCID 6212ChloroformHCID 517045Sodium AcetateHCID 10465433Isopropyl 4-Methyl-2-thioxopyrrolidine-3-carboxylateHCID 19903380HCID 19903380, 화합물

생성물 1

HCID 867455674-Nitrophenyl (7-Isopropoxycarbonyl-6-methyl-2,3,5,6-tetrahydropyrrolo[2,1-b]thiazol-3-ylidene)acetate수율 66.5%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

8.9 g of isopropyl 4-methyl-2-thioxopyrrolidine-3-carboxylate was dissolved in 200 ml of benzene and 5.1 g of anhydrous sodium acetate and 16.7 g of 4-nitrophenyl 4-bromoacetoacetate were added thereto. The obtained mixture was stirred at room temperature for 8 hours. Then 500 ml of chloroform was added and the mixture was washed with water and a saturated aqueous solution of sodium chloride. After drying and distilling off the solvent, the obtained residue was purified by silica gel column chromatography. A fraction eluted with dichloromethane was crystallized from a mixture of ether and n-hexane. Thus 11.9 g of the title compound was obtained.

후처리

  1. washthe mixture was washed with water
  2. customAfter drying
  3. distillationdistilling off the solvent
  4. customthe obtained residue was purified by silica gel column chromatography
  5. washA fraction eluted with dichloromethane
  6. customwas crystallized from a mixture of ether and n-hexane

출처 및 근거

ORD 기록
ord-ca74665c805842a6a1a8e71e7009738f
출처 데이터셋
uspto-grants-1992_03
특허 번호
US05098919

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