Ethyl bromoacetate → Ethyl N-{4-chloro-2-[(2-chlorophenyl)(hydroxy)methyl]phenyl}-N-[(3,4-dimethoxyphenyl)sulfonyl]glycinate

HRID 747593ノート

反応式

HRID 747593 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][S:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[C:14]([O:20][CH3:21])[CH:13]=2)(=[O:11])=[O:10])=[C:4]([CH:22]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[Cl:30])[OH:23])[CH:3]=1.[H-].[Na+].Br[CH2:34][C:35]([O:37][CH2:38][CH3:39])=[O:36]>CN(C=O)C.C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]([S:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[C:14]([O:20][CH3:21])[CH:13]=2)(=[O:10])=[O:11])[CH2:34][C:35]([O:37][CH2:38][CH3:39])=[O:36])=[C:4]([CH:22]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[Cl:30])[OH:23])[CH:3]=1

参加物

6

反応物 3

HCID 7748Ethyl bromoacetateHCID 24758Sodium hydrideHCID 68566152N-{4-chloro-2-[(2-chlorophenyl)(hydroxy)methyl]phenyl}-3,4-dimethoxybenzenesulfonamide

生成物 1

HCID 11548525Ethyl N-{4-chloro-2-[(2-chlorophenyl)(hydroxy)methyl]phenyl}-N-[(3,4-dimethoxyphenyl)sulfonyl]glycinate

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To 6 g of N-{4-chloro-2-[(2-chlorophenyl)(hydroxy)methyl]phenyl}-3,4-dimethoxybenzenesulfonamide dissolved in 50 ml of DMF at 0° C. is added portionwise 0.674 g of sodium hydride. After 1 hour at 0° C., 1.4 ml of ethyl 2-bromoacetate are introduced and the mixture is left for 18 hours at room temperature. The reaction medium is taken up in ethyl acetate and washed with water. The organic phase is dried over anhydrous sodium sulfate and concentrated. The residue is chromatographed on a column of silica gel, eluting with dichloromethane to give 1.3 g of the expected product.

後処理

  1. waitthe mixture is left for 18 hours at room temperature
  2. washwashed with water
  3. dry with materialThe organic phase is dried over anhydrous sodium sulfate
  4. concentrationconcentrated
  5. customThe residue is chromatographed on a column of silica gel
  6. washeluting with dichloromethane

出典と根拠

ORDレコード
ord-a79cba145dbd4c0a979ae4cb3e65ebd5
出典データセット
uspto-grants-2008_07
特許番号
US07396958B2

反応ノート

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