Nitric Acid → 1-(4-Fluoro-3-nitrophenyl)ethan-1-amine

HRID 58207

反応式

HRID 58207 の反応式
[N+:1]([O-:4])(O)=[O:2].OS(O)(=O)=O.[F:10][C:11]1[CH:16]=[CH:15][C:14]([CH:17]([NH2:19])[CH3:18])=[CH:13][CH:12]=1.[OH-].[Na+]>>[F:10][C:11]1[CH:16]=[CH:15][C:14]([CH:17]([NH2:19])[CH3:18])=[CH:13][C:12]=1[N+:1]([O-:4])=[O:2]

参加物

5

反応物 4

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 1230631-(4-Fluorophenyl)ethylamine

生成物 1

HCID 552831001-(4-Fluoro-3-nitrophenyl)ethan-1-amine収率 98%

実験手順

Fuming HNO3 (0.48 ml, 10.8 mmol) was added carefully to ice bath cooled concentrated H2SO4 (3.6 ml, 68.2 mmol). To the mixture was added 1-(4-fluorophenyl)ethanamine (1.0 g, 7.2 mmol) dropwise. The reaction mixture was stirred with cooling for 50 minutes. The reaction mixture was poured into ice and basified with 3M NaOH solution (24 ml, 72.00 mmol) to about pH8.0. The alkaline solution was extracted with DCM twice. The combined organic layer was dried over Na2SO4 and evaporated to afford title compound (1.3 g, yield: 96%). 1H-NMR (400 MHz, CDCl3) δ 1.41 (d, 6H) 4.25 (q, 1H) 7.21-7.26 (m, 1H) 7.67 (ddd, 1H) 8.10 (dd, 1H)

後処理

  1. temperaturewith cooling for 50 minutes
  2. extractionThe alkaline solution was extracted with DCM twice
  3. dry with materialThe combined organic layer was dried over Na2SO4
  4. customevaporated

出典と根拠

ORDレコード
ord-444c61759d80495580e7f0239ac9cf0b
出典データセット
uspto-grants-2016_09
特許番号
US09434697B2

関連ノート

読み込み中…