Triethylamine → 3-Chloro-2,2-dimethyl-N-[2-nitro-4-(trifluoromethyl)phenyl]propanamide

HRID 2115896ノート

反応式

HRID 2115896 の反応式
[N+:1]([C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[CH:6][C:5]=1[NH2:14])([O-:3])=[O:2].[Cl:15][CH2:16][C:17]([CH3:22])([CH3:21])[C:18](Cl)=[O:19].C(N(CC)CC)C>C(Cl)Cl>[Cl:15][CH2:16][C:17]([CH3:22])([CH3:21])[C:18]([NH:14][C:5]1[CH:6]=[CH:7][C:8]([C:10]([F:11])([F:12])[F:13])=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])=[O:19]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 613453-Chloro-2,2-dimethylpropanoyl chlorideHCID 67865Benzenamine, 2-nitro-4-(trifluoromethyl)-

生成物 1

HCID 160861403-Chloro-2,2-dimethyl-N-[2-nitro-4-(trifluoromethyl)phenyl]propanamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
40 °C

実験手順

To a solution of 2-nitro-4-(trifluoromethyl)benzenamine (3.00 g, 14.9 mmol, 1.0 equiv) in CH2Cl2 (90 mL) at 25° C., was added 3-chloro-2,2-dimethylpropanoyl chloride (3.9 mL, 29.8 mmol, 2.0 equiv) followed by triethylamine (4.2 mL, 29.8 mmol, 2.0 equiv). The solution was heated to 40° C. After 48 h, the solution was washed with water (50 mL), and brine (50 mL). After concentration in vacuo, the residue was purified by silica gel chromatography (1:10 hexanes:EtOAc to 1:5 hexanes:EtOAc) to afford 3-chloro-2,2-dimethyl-N-(2-nitro-4-(trifluoromethyl)phenyl)propanamide. MS-No (MH+) observed.

後処理

  1. washthe solution was washed with water (50 mL), and brine (50 mL)
  2. concentrationAfter concentration in vacuo
  3. customthe residue was purified by silica gel chromatography (1:10 hexanes:EtOAc to 1:5 hexanes:EtOAc)

出典と根拠

ORDレコード
ord-969a781cdbd74be78d9a58271c218ca0
出典データセット
uspto-grants-2008_10
特許番号
US07435823B2

反応ノート

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