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

HRID 432324ノート

反応式

HRID 432324 の反応式
[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

参加物

5

反応物 2

HCID 262176N-Benzylidene-4-bromoanilineHCID 178418348HCID 178418348、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 3283Diethyl Ether溶媒

反応条件

温度
-40 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e499d1564ee44a958f9479b62bfb4acf
出典データセット
uspto-grants-2003_12
特許番号
US06660744B1

反応ノート

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