Ethanol → Ethyl 3-(1-cyanoethyl)benzoate

HRID 564011ノート

反応式

HRID 564011 の反応式
[C:1]([CH:3]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([OH:10])=[O:9])[CH3:4])#[N:2].[C:14](Cl)(=O)[C:15](Cl)=O.C(O)C>ClCCl.CN(C=O)C>[CH2:14]([O:9][C:8](=[O:10])[C:7]1[CH:11]=[CH:12][CH:13]=[C:5]([CH:3]([C:1]#[N:2])[CH3:4])[CH:6]=1)[CH3:15]

参加物

6

反応物 3

HCID 702EthanolHCID 65578Oxalyl chlorideHCID 983703-(1-Cyanoethyl)benzoic acid

生成物 1

HCID 67007698Ethyl 3-(1-cyanoethyl)benzoate

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 700 mg 3-(1-Cyano-ethyl)-benzoic acid in 20 ml dichloromethane were added dropwise 610 mg oxalyl chloride and 2 drops of DMF at RT. After stirring for 1 hr, 10 ml ethanol were added and stirring was continued for another hr. The solvents were evaporated, the residue dissolved in dichloromethane and washed with aqueous sodium bicarbonate solution. The dichloromethane phase was dried, evaporated and the residue purified by chromatography on silica in ethyl acetate/heptane mixtures.

後処理

  1. stirringstirring
  2. waitwas continued for another hr
  3. customThe solvents were evaporated
  4. dissolutionthe residue dissolved in dichloromethane
  5. washwashed with aqueous sodium bicarbonate solution
  6. dry with materialThe dichloromethane phase was dried
  7. customevaporated
  8. customthe residue purified by chromatography on silica in ethyl acetate/heptane mixtures

出典と根拠

ORDレコード
ord-3417beb374594833b8be09383f298f88
出典データセット
uspto-grants-2011_11
特許番号
US08067599B2

反応ノート

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