Triethylamine → N-(5-acenaphthyl)-4-tert-butylbenzylamine

HRID 1856971ノート

反応式

HRID 1856971 の反応式
[CH2:1]1[C:11]2=[C:12]3[C:7](=[CH:8][CH:9]=[CH:10]2)[C:6]([NH2:13])=[CH:5][CH:4]=[C:3]3[CH2:2]1.C(N(CC)CC)C.[C:21]([C:25]1[CH:32]=[CH:31][C:28]([CH2:29]Br)=[CH:27][CH:26]=1)([CH3:24])([CH3:23])[CH3:22]>C1(C)C=CC=CC=1>[CH2:1]1[C:11]2=[C:12]3[C:7](=[CH:8][CH:9]=[CH:10]2)[C:6]([NH:13][CH2:29][C:28]2[CH:31]=[CH:32][C:25]([C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:26][CH:27]=2)=[CH:5][CH:4]=[C:3]3[CH2:2]1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 625475-AminoacenaphtheneHCID 878361-(Bromomethyl)-4-(1,1-dimethylethyl)benzene

生成物 1

HCID 15480727N-(5-acenaphthyl)-4-tert-butylbenzylamine

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
4 °C

実験手順

A mixture of 5-acenaphthylamine (1.0 g, 6 mmol) and triethylamine (0.76 g, 7.5 mmol) in toluene (50 mL) was stirred at 4° C., and 4-tert-butylbenzyl-bromide (1.36 g, 6 mmol) was added in slowly. The reaction mixture was stirred at 23° C. for 15 hours and precipitates formed. The precipitates (triethylamine.HBr) were filtered out; the filtrate was concentrated to dryness. Then the crude reaction mixture was purified by column chromatography (SiO2, hexane/CH2Cl2 =5/1). N-(5-acenaphthyl)-4-tert-butylbenzylamine (1.67 g, an oil) was obtained.

後処理

  1. stirringThe reaction mixture was stirred at 23° C. for 15 hours
  2. customprecipitates
  3. customformed
  4. customThe precipitates (triethylamine.HBr)
  5. filtrationwere filtered out
  6. concentrationthe filtrate was concentrated to dryness
  7. customThen the crude reaction mixture
  8. customwas purified by column chromatography (SiO2, hexane/CH2Cl2 =5/1)

出典と根拠

ORDレコード
ord-1d87b34ef9fc4393b306389f506910a4
出典データセット
uspto-grants-2000_11
特許番号
US06143791

反応ノート

読み込み中…