2,6-Lutidine → N-(cyanomethyl)-2-hydroxy-4-methoxy-N-methylbenzamide

HRID 639931

反応式

HRID 639931 の反応式
[OH:1][C:2]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[CH3:13][NH:14][CH2:15][C:16]#[N:17].N1C(C)=CC=CC=1C>C(Cl)Cl>[C:16]([CH2:15][N:14]([CH3:13])[C:4](=[O:5])[C:3]1[CH:7]=[CH:8][C:9]([O:11][CH3:12])=[CH:10][C:2]=1[OH:1])#[N:17]

参加物

5

反応物 3

HCID 79372,6-LutidineHCID 36652Acetonitrile, 2-(methylamino)-HCID 231185592-Hydroxy-4-methoxybenzoyl chloride

生成物 1

HCID 55207279N-(cyanomethyl)-2-hydroxy-4-methoxy-N-methylbenzamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-hydroxy-4-methoxybenzoyl chloride (22.19 g, 118.9 mmol) in 500 CH2Cl2 were added (methylamino)acetonitrile (10 g, 142.7 mmol) and 2,6-lutidine (19.1 g, 178.4 mmol). The reaction was stirred at rt overnight. The reaction mixture was then partitioned between EtOAc and 1(N) aq HCl. Organic layer washed with 1(N) aq HCl (2×), dried over Na2SO4 and concentrated to light yellow viscous material (24.63 g, 94%). This material was used in the next step without further purification.

後処理

  1. customThe reaction mixture was then partitioned between EtOAc and 1(N) aq HCl
  2. washOrganic layer washed with 1(N) aq HCl (2×)
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated to light yellow viscous material (24.63 g, 94%)
  5. customThis material was used in the next step without further purification

出典と根拠

ORDレコード
ord-337927e2294b41c7ba3c1c1f19860c77
出典データセット
uspto-grants-2010_04
特許番号
US07691879B2

関連ノート

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