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

HRID 1795108ノート

反応式

HRID 1795108 の反応式
[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]

参加物

7

反応物 3

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

生成物 1

HCID 11344340N-methoxy-N,2-dimethylbenzamide収率 80%

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒HCID 31374Dimethylacetamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-548fb378cca44d19b7489825178c8f1d
出典データセット
uspto-grants-2006_04
特許番号
US07026339B2

反応ノート

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