Benzyl Bromide → Dibenzyl-(4-iodo-2,5-dimethylphenyl)amine

HRID 1055324ノート

反応式

HRID 1055324 の反応式
[CH3:1][C:2]1[CH:8]=[C:7]([I:9])[C:6]([CH3:10])=[CH:5][C:3]=1[NH2:4].[CH2:11](Br)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>CCO>[CH2:11]([N:4]([CH2:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:3]=1)[C:3]1[CH:5]=[C:6]([CH3:10])[C:7]([I:9])=[CH:8][C:2]=1[CH3:1])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 4770984(4-Iodo-2,5-Dimethylphenyl)Amine

生成物 1

HCID 57461072Dibenzyl-(4-iodo-2,5-dimethylphenyl)amine収率 167.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
50 °C

実験手順

A mixture of 2,5-dimethyl-4-iodoaniline (6.44 g, 26.1 mmol), benzyl bromide (11.50 g, 67.24 mmol) and potassium carbonate (8.20 g, 59.3 mmol) in EtOH (100 mL) was stirred at 50° C. for 12 h. The reaction mixture was then concentrated under reduced pressure. The residue (a purple solid) was mixed with DCM and this mixture was filtered using vacuum. The filtrate was purified by silica gel flash chromatography (0-5% MeOH in DCM) to give the title compound (9.35 g, 83% yield) as an oil.

後処理

  1. concentrationThe reaction mixture was then concentrated under reduced pressure
  2. additionThe residue (a purple solid) was mixed with DCM
  3. filtrationthis mixture was filtered
  4. customThe filtrate was purified by silica gel flash chromatography (0-5% MeOH in DCM)

出典と根拠

ORDレコード
ord-7ef8022c61c04f06b78996a02314811d
出典データセット
uspto-grants-2016_07
特許番号
US09394275B2

反応ノート

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