二羟基苯甲酸乙酯 → 3-羟基-5-氧代环己-3-烯甲酸乙酯

HRID 229727笔记

反应方程式

HRID 229727 反应方程式
[CH2:1]([O:3][C:4](=[O:13])[C:5]1[CH:10]=[C:9]([OH:11])[CH:8]=[C:7]([OH:12])[CH:6]=1)[CH3:2].C([O-])=O.[Na+]>C(O)C.[Pd]>[OH:12][C:7]1[CH2:6][CH:5]([C:4]([O:3][CH2:1][CH3:2])=[O:13])[CH2:10][C:9](=[O:11])[CH:8]=1

参与物

5

反应物 2

HCID 20098二羟基苯甲酸乙酯HCID 2723810甲酸钠

产物 1

HCID 105593793-羟基-5-氧代环己-3-烯甲酸乙酯收率 15.1%

试剂、催化剂与溶剂 2

HCID 23938钯碳催化剂HCID 702乙醇溶剂

实验过程

3,5-Dihydroxybenzoic acid ethyl ester (10 g, 54.89 mmol) was dissolved in ethanol (15 mL), followed by adding sodium formate (4.48 g, 65.87 mmol), replacing inside a reactor with nitrogen at 30° C. for 15 minutes, adding palladium on carbon (364 mg) and reacting at 30° C. for 3 hours then at 40° C. over night. Catalyst was filtered off, followed by neutralization with a 1N HCl solution, concentration under reduced pressure and purification of thus obtained residue with silica gel column chromatography (hexane/ethyl acetate=1/1 to 0/1) to obtain an objective compound (1.53 g, 15.1%).

后处理

  1. waitreacting at 30° C. for 3 hours
  2. waitat 40° C. over night
  3. filtrationCatalyst was filtered off
  4. concentrationfollowed by neutralization with a 1N HCl solution, concentration under reduced pressure and purification of thus obtained residue with silica gel column chromatography (hexane/ethyl acetate=1/1 to 0/1)

来源与证据

ORD记录
ord-1fb85f8cf26c47ed86e59354a3ca2edb
来源数据集
uspto-grants-2009_07
专利号
US07563893B2

反应笔记

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