2-Methylbenzoic acid → N-methoxy-N,2-dimethylbenzamide

HRID 1795108노트

반응식

HRID 1795108 반응식
[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].[CH3:11]CN=C=NCCCN(C)C.Cl.Cl.[CH3:24][N:25](C)[OH:26]>CN(C1C=CN=CC=1)C.CC(N(C)C)=O.C(Cl)Cl>[CH3:11][O:26][N:25]([CH3:24])[C:4](=[O:5])[C:3]1[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=1[CH3:1]

참가 물질

7

반응물 3

HCID 83732-Methylbenzoic acidHCID 27969N,N-dimethylhydroxylamine hydrochlorideHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

생성물 1

HCID 11344340N-methoxy-N,2-dimethylbenzamide수율 80%

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매HCID 31374Dimethylacetamide용매

실험 절차

To a premixed solution of 2-methylbenzoic acid (7.5 mmol), EDCl (1.5 mmol) and DMAP (3.0 mmol) in DMA 40 mL and DCM 13 mL is added dimethylhydroxylamine hydrochloride (1.5 mmol). The reaction is stirred at room temperate over night. The reaction mixture is then filtered. The filtrate is diluted with EtOAc and washed with water, 10% NaHSO4 and brine. The solution is dried over Na2SO4 and the solvent is evaporated. A light yellow oil N-methoxy-N,2-dimethylbenzamide is obtained in 80% yield.

후처리

  1. filtrationThe reaction mixture is then filtered
  2. additionThe filtrate is diluted with EtOAc
  3. washwashed with water, 10% NaHSO4 and brine
  4. dry with materialThe solution is dried over Na2SO4
  5. customthe solvent is evaporated

출처 및 근거

ORD 기록
ord-548fb378cca44d19b7489825178c8f1d
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07026339B2

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