Water → 2-{3-[4-(2-Methyl-2-morpholin-4-yl-propionyl)-phenylthio]-propylthiomethyl}-acrylic acid methyl ester

HRID 1838491노트

반응식

HRID 1838491 반응식
[SH:1][CH2:2][CH2:3][CH2:4][S:5][C:6]1[CH:11]=[CH:10][C:9]([C:12](=[O:22])[C:13]([CH3:21])([N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)[CH3:14])=[CH:8][CH:7]=1.Br[CH2:24][C:25](=[CH2:30])[C:26]([O:28][CH3:29])=[O:27].C(=O)([O-])[O-].[K+].[K+].O>CO>[CH3:29][O:28][C:26](=[O:27])[C:25]([CH2:30][S:1][CH2:2][CH2:3][CH2:4][S:5][C:6]1[CH:11]=[CH:10][C:9]([C:12](=[O:22])[C:13]([CH3:14])([N:15]2[CH2:16][CH2:17][O:18][CH2:19][CH2:20]2)[CH3:21])=[CH:8][CH:7]=1)=[CH2:24]

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 5210932-Propenoic acid, 2-(bromomethyl)-, methyl esterHCID 109477861-[4-(3-Mercaptopropylthio)phenyl]-2-methyl-2-morpholin-4-yl-propane-1-one

생성물 1

HCID 538148112-{3-[4-(2-Methyl-2-morpholin-4-yl-propionyl)-phenylthio]-propylthiomethyl}-acrylic acid methyl ester

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

3.0 g (8.8 mmol) of 1-[4-(3-mercaptopropylthio)phenyl]-2-methyl-2-morpholin-4-yl-propane-1-one are dissolved in 1.50 ml of methanol. To the solution are successively added 1.89 g (10.6 mmol) of methyl 2-(bromomethyl)acrylate and 1.22 g (8.8 mmol) of potassium carbonate, and the reaction mixture is stirred at room temperature for 10 min. The reaction mixture is poured into water and extracted with ethyl acetate. The organic phase is washed with water, and dried over MgSO4. After distilling off the ethyl acetate, the residue is purified by means of column chromatography on silica gel with ethyl acetate-hexane (1:3) as an eluent, and an oily product is obtained.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic phase is washed with water
  3. dry with materialdried over MgSO4
  4. distillationAfter distilling off the ethyl acetate
  5. customthe residue is purified by means of column chromatography on silica gel with ethyl acetate-hexane (1:3) as an eluent
  6. customan oily product is obtained

출처 및 근거

ORD 기록
ord-9a6d97723252457abe296f65fd4b13d1
출처 데이터셋
uspto-grants-2004_01
특허 번호
US06673850B1

반응 노트

불러오는 중…