Ethanol → Ethyl 3-(1-cyanoethyl)benzoate

HRID 564011노트

반응식

HRID 564011 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 67007698Ethyl 3-(1-cyanoethyl)benzoate

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3417beb374594833b8be09383f298f88
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08067599B2

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