聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯] → Benzyl 2,4-dihydroxybenzoate

HRID 129665

反应方程式

HRID 129665 反应方程式
[H-].[Na+].[OH:3][C:4]1[CH:12]=[C:11]([OH:13])[CH:10]=[CH:9][C:5]=1[C:6]([OH:8])=[O:7].[CH2:14](Br)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.O>CN(C)C=O>[OH:3][C:4]1[CH:12]=[C:11]([OH:13])[CH:10]=[CH:9][C:5]=1[C:6]([O:8][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:7]

参与物

6

反应物 4

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]HCID 14912,4-二羟基苯甲酸HCID 7498溴化苄HCID 24758氢化钠

产物 1

HCID 7500968Benzyl 2,4-dihydroxybenzoate收率 81%

试剂、催化剂与溶剂 1

HCID 6228N,N-二甲基甲酰胺溶剂2 次

实验过程

To a solution of 3 g (0.1 mole) of sodium hydride (80% in oil) and 50 ml of dimethylformamide (DMF), there are slowly added 15.4 g (0.1 mole) of 2,4-dihydroxybenzoic acid dissolved in 50 ml of DMF. The mixture is stirred at ambient temperature until the cessation of gaseous emission. There are then added 13.1 ml (0.1 mole) of benzyl bromide and the mixture is stirred at ambient temperature until solubilization of the reaction medium. The reaction mixture is poured into water, and extracted with ethyl ether. The organic phase is decanted, washed with water, dried on magnesium sulfate and evaporated. The residue is purified by chromatography on a silica column by eluting with dichloromethane. 19.7 g (81% yield) of the expected ester having a melting point of 94°-95° C. are recovered.

后处理

  1. stirringthe mixture is stirred at ambient temperature until solubilization of the reaction medium
  2. extractionextracted with ethyl ether
  3. customThe organic phase is decanted
  4. washwashed with water
  5. customdried on magnesium sulfate
  6. customevaporated
  7. customThe residue is purified by chromatography on a silica column
  8. washby eluting with dichloromethane

来源与证据

ORD记录
ord-941a7ae7f4d94bd4a18d3bbeba2295c5
来源数据集
uspto-grants-1995_11
专利号
US05468897

关联笔记

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