硝基甲烷 → Benzenepropanoic acid, b-(nitromethyl)-, methyl ester

HRID 1045677

反应方程式

HRID 1045677 反应方程式
[C:1]([O:11][CH3:12])(=[O:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[N+:13]([CH3:16])([O-:15])=[O:14]>>[CH3:12][O:11][C:1](=[O:10])[CH2:2][CH:3]([C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1)[CH2:16][N+:13]([O-:15])=[O:14]

参与物

3

反应物 2

HCID 6375硝基甲烷HCID 76442-Propenoic acid, 3-phenyl-, methyl ester

产物 1

HCID 10537045Benzenepropanoic acid, b-(nitromethyl)-, methyl ester收率 59%

实验过程

A solution of methyl cinnamate (4.93 g, 30.4 mmol) and teteramethylguanidine (3.99 g, 34.6 mmol) in nitromethane (30 ml) was stirred for 6 hours at 90° C. After removal of the solvent under reduced pressure, the residue was partitioned between water and ethyl acetate, and the organic layer was washed with water and brine and then dried over sodium sulfate. The organic solvents were removed under reduced pressure, and the residue was purified by silica gel column chromatography (eluent; hexane/ethyl acetate=4/1) to afford 4-nitro-3-phenyl-butyric acid methyl ester (4.02 g, 59%)

后处理

  1. customAfter removal of the solvent under reduced pressure
  2. customthe residue was partitioned between water and ethyl acetate
  3. washthe organic layer was washed with water and brine
  4. dry with materialdried over sodium sulfate
  5. customThe organic solvents were removed under reduced pressure
  6. customthe residue was purified by silica gel column chromatography (eluent; hexane/ethyl acetate=4/1)

来源与证据

ORD记录
ord-c8e60e5b5cfc4570bdec6bafcfa9603c
来源数据集
uspto-grants-2013_10
专利号
US08569294B2

关联笔记

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