Water → N1-(4-Chlorophenyl)-N2-[[4-(1,1-dimethylethyl)phenyl]methyl]-N1-methyl-1,2-ethanediamine
反応式
[C:1]([C:5]1[CH:12]=[CH:11][C:8]([CH:9]=O)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]([CH3:24])[CH2:21][CH2:22][NH2:23])=[CH:16][CH:15]=1.[BH4-].[Na+].O>CO>[C:1]([C:5]1[CH:12]=[CH:11][C:8]([CH2:9][NH:23][CH2:22][CH2:21][N:20]([C:17]2[CH:16]=[CH:15][C:14]([Cl:13])=[CH:19][CH:18]=2)[CH3:24])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]参加物
実験手順
1.62 g (10 mmol) of 4-tert-butyl benzaldehyde and 1.85 g (10 mmol) of N-(4-chloro -phenyl)-N-methyl-ethane-1,2-diamine were dissolved in 20 ml methanol and the solution was stirred for 2 h at rt. 567 mg (15 mmol) of sodium borohydride were added in portions under nitrogen. The reaction mixture was stirred at rt over night. Water was added and the solvent was evaporated. The reaction mixture was extracted with diethyl ether and the organic layer was washed with saturated aqueous NaCl solution, dried over sodium sulfate, filtered and the solvent was evaporated to leave the 2.97 g (90%) product as a yellow oil. 1H NMR (DMSO-d6, 300 MHz): δ 7.34 (d, 2H), 7.24 (d, 2H), 7.13 (d, 2H), 6.64 (d, 2H), 3.77 (s, 2H), 3.42 (t, 2H), 2.91 (s, 3H), 2.83 (t, 2H), 1.30 (s, 9H).
後処理
- stirringThe reaction mixture was stirred at rt over night
- customthe solvent was evaporated
- extractionThe reaction mixture was extracted with diethyl ether
- washthe organic layer was washed with saturated aqueous NaCl solution
- dry with materialdried over sodium sulfate
- filtrationfiltered
- customthe solvent was evaporated
出典と根拠
- ORDレコード
- ord-b018923e6f1a4f08a52df0d9566bfdb7
- 出典データセット
- uspto-grants-2007_08
- 特許番号
- US07259183B2
反応ノート
読み込み中…