Dicyclohexylcarbodiimide → 2,N-dimethoxy-2,N-dimethyl-propionamide

HRID 1677435노트

반응식

HRID 1677435 반응식
[CH3:1][O:2][C:3]([CH3:8])([CH3:7])[C:4]([OH:6])=O.C1CCC(N=C=NC2CCCCC2)CC1.[CH3:24][O:25][NH:26][CH3:27]>ClCCl.CN(C1C=CN=CC=1)C>[CH3:1][O:2][C:3]([CH3:8])([CH3:7])[C:4]([N:26]([O:25][CH3:24])[CH3:27])=[O:6]

참가 물질

6

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 14232N,O-DimethylhydroxylamineHCID 98554652-Methoxy-2-methylpropanoic acid

생성물 1

HCID 866466872,N-dimethoxy-2,N-dimethyl-propionamide수율 14.7%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

A solution of 2-methoxy-2-methyl-propionic acid (1.0 g, 8.46 mmol) in anhydrous dichloromethane (10 ml) was slowly treated with DCC (1M in DCM, 10.16 ml, 10.16 mmol), O,N-Dimethyl-hydroxylamine (991 mg, 10.16 mmol), DMAP (103 mg, 0.843 mmol), and TEA (1.42 ml, 10.16 mmol). The reaction mixture was allowed to stir at room temperature for 16 hours. The reaction mixture was partitioned between DCM/1N HCl. The organic layers were collected, dried over MgSO4, filtered, and concentrated. The crude product was purified by silica gel chromatography using 5-60% EtOAc in hexanes as eluant providing 200 mg (14.66%) of 2,N-dimethoxy-2,N-dimethyl-propionamide as a colorless oil.

후처리

  1. customThe reaction mixture was partitioned between DCM/1N HCl
  2. customThe organic layers were collected
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe crude product was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-6b14b86409254ae69e61daaa24b2366a
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08008298B2

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