Cyanoacetic acid → 3-(2-Cyano-acetoxy)-butyric acid ethyl ester

HRID 493448

반응식

HRID 493448 반응식
[CH2:1]([O:3][C:4](=[O:9])[CH2:5][CH:6]([OH:8])[CH3:7])[CH3:2].[C:10]([CH2:12][C:13](O)=[O:14])#[N:11].C1(N=C=NC2CCCCC2)CCCCC1>CN(C)C1C=CN=CC=1.C(Cl)Cl>[CH2:1]([O:3][C:4](=[O:9])[CH2:5][CH:6]([O:8][C:13](=[O:14])[CH2:12][C:10]#[N:11])[CH3:7])[CH3:2]

참가 물질

6

반응물 3

HCID 9740Cyanoacetic acidHCID 10868DicyclohexylcarbodiimideHCID 62572Ethyl 3-Hydroxybutyrate

생성물 1

HCID 866079533-(2-Cyano-acetoxy)-butyric acid ethyl ester

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

A mixture of 194.0 g of ethyl-3-hydroxybutyrate, 149.83 g of cyanoacetic acid, and 10.76 g of 4-dimethylaminopyridine (DMAP) was stirred in 1500 ml of CH2Cl2 in a 3 L three-neck round bottom flask equipped with a mechanical stirrer. About 75 ml of N-N′-dimethylformamide (DMF) was added to the above mixture to make a clear solution. The above solution was chilled in an ice water bath. A separately prepared dicyclohexylcarbodiimide (DCC) solution (363.45 g in 600 ml CH2Cl2) was added to the above chilled solution by using an addition funnel. White precipitate formed within five minutes after the start of the addition. The reaction mixture was left stirred overnight.

후처리

  1. customequipped with a mechanical stirrer
  2. temperatureThe above solution was chilled in an ice water bath
  3. customWhite precipitate formed within five minutes
  4. additionafter the start of the addition
  5. waitThe reaction mixture was left

출처 및 근거

ORD 기록
ord-8c70b3536b5c44688da4eb1db7576f84
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07534907B2

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