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

HRID 1595682노트

반응식

HRID 1595682 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
4 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-6790ca075083452293909f75983be077
출처 데이터셋
uspto-grants-2001_09
특허 번호
US06288123B1

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