Dimethylamine → 2-chloro-4,5-difluoro-N,N-dimethylbenzamide

HRID 20598

反応式

HRID 20598 の反応式
[Cl:1][C:2]1[CH:10]=[C:9]([F:11])[C:8]([F:12])=[CH:7][C:3]=1[C:4](O)=[O:5].Cl[C:14]([N:18](C)[CH3:19])=C(C)C.C(N(CC)CC)C.CNC.C1COCC1>C(Cl)Cl.Cl>[Cl:1][C:2]1[CH:10]=[C:9]([F:11])[C:8]([F:12])=[CH:7][C:3]=1[C:4]([N:18]([CH3:19])[CH3:14])=[O:5]

参加物

8

反応物 5

HCID 674DimethylamineHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 6407921-Chloro-N,N-2-trimethylpropenylamineHCID 7371712-Chloro-4,5-difluorobenzoic acid

生成物 1

HCID 593469042-chloro-4,5-difluoro-N,N-dimethylbenzamide収率 96.8%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 2-chloro-4,5-difluorobenzoic acid (385 mg, 2.0 mmol) in DCM (5 mL) was treated with (1-chloro-2-methylprop-1-en-1-yl)dimethylamine (293 mg, 2.2 mmol) and stirred under argon for 1 hour. The mixture was then treated with triethylamine (0.56 mL, 4.0 mmol) and a 2M solution of dimethylamine in THF (1.2 mL, 2.4 mmol), and stirred for 18 hours. The mixture was diluted with DCM (5 mL) and 2M hydrochloric acid (4 mL) and separated. The organic layer was dried (MgSO4), filtered and concentrated in vacuo to afford the title compound (425 mg). The residue was used without further purification.

後処理

  1. customseparated
  2. dry with materialThe organic layer was dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-29d4985e8b5643428721490fac721520
出典データセット
uspto-grants-2010_06
特許番号
US07745475B2

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