N-Benzylidene-4-bromoaniline → N-(4-Bromophenyl)-N-(1-phenylethyl)amine

HRID 432324노트

반응식

HRID 432324 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[CH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.[CH3:16][Li]>C1(C)C=CC=CC=1.C(OCC)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][CH:9]([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH3:16])=[CH:6][CH:7]=1

참가 물질

5

반응물 2

HCID 262176N-Benzylidene-4-bromoanilineHCID 178418348HCID 178418348, 화합물

생성물 1

HCID 12174320N-(4-Bromophenyl)-N-(1-phenylethyl)amine

시약·촉매·용매 2

HCID 1140Toluene용매HCID 3283Diethyl Ether용매

반응 조건

온도
-40 °C

실험 절차

To a solution of N-(4-bromophenyl)-N-(1-phenylmethylidene)amine (1.0 g, 0.00385 mol) in toluene (30 mL) cooled to −78° C., a 1.4M solution of methyl lithium in diethyl ether (5.5 mL) was added dropwise keeping the temperature below −75° C. The solution was warmed up to −40° C. and stirred at this temperature under an atmosphere of nitrogen for 3 hours. The reaction mixture was quenched by a dropwise addition of water and the layers were separated. The organic phase was washed with brine (50 mL), dried with magnesium sulfate and concentrated under reduced pressure to yield N-(4-bromophenyl)-N-(1-phenylethyl)amine (1.03 g, 0.00373 mol) as an off-white solid.

후처리

  1. customthe temperature below −75° C
  2. customThe reaction mixture was quenched by a dropwise addition of water
  3. customthe layers were separated
  4. washThe organic phase was washed with brine (50 mL)
  5. dry with materialdried with magnesium sulfate
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-e499d1564ee44a958f9479b62bfb4acf
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06660744B1

반응 노트

불러오는 중…