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

HRID 493448

反応式

HRID 493448 の反応式
[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]

参加物

6

反応物 3

HCID 9740Cyanoacetic acidHCID 10868DicyclohexylcarbodiimideHCID 62572Ethyl 3-Hydroxybutyrate

生成物 1

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

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8c70b3536b5c44688da4eb1db7576f84
出典データセット
uspto-grants-2009_05
特許番号
US07534907B2

関連ノート

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