Methyl 3,4-Dimethoxybenzoate → N-(3,4-Dimethoxybenzoyl)-2-(3-methylphenyl) ethylamine

HRID 1108905

反応式

HRID 1108905 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][NH2:10])[CH:5]=[CH:6][CH:7]=1.[CH3:11][O:12][C:13]1[CH:14]=[C:15]([CH:20]=[CH:21][C:22]=1[O:23][CH3:24])[C:16](OC)=[O:17]>C(Cl)Cl>[CH3:11][O:12][C:13]1[CH:14]=[C:15]([CH:20]=[CH:21][C:22]=1[O:23][CH3:24])[C:16]([NH:10][CH2:9][CH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[CH:3]=1)=[O:17]

参加物

4

反応物 2

HCID 16522Methyl 3,4-DimethoxybenzoateHCID 4100852-(3-Methylphenyl)ethan-1-amine

生成物 1

HCID 15068903N-(3,4-Dimethoxybenzoyl)-2-(3-methylphenyl) ethylamine収率 51%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A stirred solution of 2-(3-methylphenyl) ethylamine (28.3 g, 0.21 mol) and 36.9 g of methyl 3, 4-dimethoxybenzoate (36.9 g, 0.19 mol) was heated at 180° for 4 h. The crude amide was taken up in CH2Cl2 and washed with dilute HCl, dilute Na2CO3 and water. Chromatography over neutral alumina afforded 29 g (51%) of the title compound (one spot by tlc) eluted with CH2Cl2. The analytical sample showed mp 108°-109 after crystallization from i-PrOH.

後処理

  1. washwashed with dilute HCl, dilute Na2CO3 and water

出典と根拠

ORDレコード
ord-6dd328baf333427dbc68b8b470d564cd
出典データセット
uspto-grants-1994_06
特許番号
USRE034630

関連ノート

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