Dimethylformamide dimethyl acetal → N'-[4-Bromo-2-(4,4dimethyl-cyclohex-1-enyl)-phenyl]-N,N-dimethyl-formamidine

HRID 456001ノート

反応式

HRID 456001 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[C:4]([C:9]2[CH2:14][CH2:13][C:12]([CH3:16])([CH3:15])[CH2:11][CH:10]=2)[CH:3]=1.CO[CH:19](OC)[N:20]([CH3:22])[CH3:21]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[CH:19][N:20]([CH3:22])[CH3:21])=[C:4]([C:9]2[CH2:14][CH2:13][C:12]([CH3:16])([CH3:15])[CH2:11][CH:10]=2)[CH:3]=1

参加物

3

反応物 2

HCID 78373Dimethylformamide dimethyl acetalHCID 591285714-Bromo-2-(4,4-dimethyl-cyclohex-1-enyl)-phenylamine

生成物 1

HCID 57666559N'-[4-Bromo-2-(4,4dimethyl-cyclohex-1-enyl)-phenyl]-N,N-dimethyl-formamidine収率 73%

実験手順

A solution of 4-bromo-2-(4,4-dimethyl-cyclohex-1-enyl)-phenylamine (as prepared in Example 1, step (a), 3.0 g, 10 mmol) in N,N-dimethylformamide dimethyl acetal (20 mL) was heated at reflux under Ar for 48 h. The solvent was removed under reduced pressure and the residue was purified on silica gel (5-20% EtOAc/hexane) to obtain the title compound (2.6 g, 73%). 1H-NMR (CDCl3; 400 MHz): δ 7.36 (s, 1H), 7.23-7.21 (m, 2H), 6.65 (d, 1H, J=8.0 Hz), 5.64 (m, 1H), 2.97 (s, 6H), 2.37 (m, 2H), 1.95 (m, 2H), 1.44 (m, 2H), 0.99 (s, 6H).

後処理

  1. temperatureat reflux under Ar for 48 h
  2. customThe solvent was removed under reduced pressure
  3. customthe residue was purified on silica gel (5-20% EtOAc/hexane)

出典と根拠

ORDレコード
ord-d3cd4931807b4868b908a8e69984f671
出典データセット
uspto-grants-2013_07
特許番号
US08497376B2

反応ノート

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