2-(Chloromethyl)anisole → N-[4-(2-methoxybenzyloxy)-phenyl]-N'-methyl-N'-methoxyurea

HRID 1112574ノート

反応式

HRID 1112574 の反応式
[O-]CC.[Na+].[Na].[OH:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]([N:16]([CH3:19])[O:17][CH3:18])=[O:15])=[CH:9][CH:8]=1.[CH3:20][O:21][C:22]1[CH:29]=[CH:28][CH:27]=[CH:26][C:23]=1[CH2:24]Cl>CN(C)C=O.O.C(O)C>[CH3:20][O:21][C:22]1[CH:29]=[CH:28][CH:27]=[CH:26][C:23]=1[CH2:24][O:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]([N:16]([CH3:19])[O:17][CH3:18])=[O:15])=[CH:9][CH:8]=1

参加物

8

反応物 4

HCID 814952-(Chloromethyl)anisoleHCID 2723922Sodium ethoxideHCID 5360545SodiumHCID 13254818N'-(4-Hydroxyphenyl)-N-methoxy-N-methylurea

生成物 1

HCID 12893515N-[4-(2-methoxybenzyloxy)-phenyl]-N'-methyl-N'-methoxyurea

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To an ethanolic solution of sodium ethoxide prepared from ethanol (200 ml) and sodium (2.5 g), N-(4-hydroxyphenyl)-N'-methyl-N'-methoxyurea (20 g) is added, and a solution of 2-methoxybenzyl chloride (17 g) in N,N-dimethylformamide (50 ml) is added dropwise thereto. The reaction mixture is gradually heated, kept under reflux for 3 hours and cooled to room temperature. The reaction mixture is poured onto cold water (1 liter). The precipitated crystals are collected by filtration, washed with water, dried and recrystallized from ethanol to give N-[4-(2-methoxybenzyloxy)-phenyl]-N'-methyl-N'-methoxyurea (Compound No. 23) (12 g) as white scales. M.P., 98° C.

後処理

  1. additionis added
  2. temperatureThe reaction mixture is gradually heated
  3. temperatureunder reflux for 3 hours
  4. filtrationThe precipitated crystals are collected by filtration
  5. washwashed with water
  6. customdried
  7. customrecrystallized from ethanol

出典と根拠

ORDレコード
ord-50e467aa727c41fead393647f41125d1
出典データセット
uspto-grants-1978_10
特許番号
US04123256

反応ノート

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