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

HRID 1838491ノート

反応式

HRID 1838491 の反応式
[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]

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9a6d97723252457abe296f65fd4b13d1
出典データセット
uspto-grants-2004_01
特許番号
US06673850B1

反応ノート

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