Sodium Hydroxide → 4-[N-(2-Benzyloxy-5-bromobenzyl)aminomethyl]Benzoic Acid

HRID 355753ノート

反応式

HRID 355753 の反応式
[CH2:1]([O:8][C:9]1[CH:28]=[CH:27][C:26]([Br:29])=[CH:25][C:10]=1[CH2:11][NH:12][CH2:13][C:14]1[CH:24]=[CH:23][C:17]([C:18]([O:20]CC)=[O:19])=[CH:16][CH:15]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[CH2:1]([O:8][C:9]1[CH:28]=[CH:27][C:26]([Br:29])=[CH:25][C:10]=1[CH2:11][NH:12][CH2:13][C:14]1[CH:24]=[CH:23][C:17]([C:18]([OH:20])=[O:19])=[CH:16][CH:15]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 22675503ethyl 4-[N-(2-benzyloxy-5-bromobenzyl)aminomethyl]benzoate

生成物 1

HCID 47205174-[N-(2-Benzyloxy-5-bromobenzyl)aminomethyl]Benzoic Acid収率 60.9%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a mixture of ethyl 4-[N-(2-benzyloxy-5-bromobenzyl)-aminomethyl]benzoate (1.4 g) in methanol (25 ml) was added 2N sodium hydroxide solution (7.7 ml). The mixture was heated at reflux for 30 minutes, left to stand for 2 hours at ambient temperature, the solvent evaporated and the residue mixed with water (20 ml). The mixture was acidified with acetic acid, the precipitate filtered off and crystallised form ethyl acetate to give the title compound (800 mg) mpt 209° C. The starting material was prepared as follows:

後処理

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 30 minutes
  3. waitleft
  4. customthe solvent evaporated
  5. additionthe residue mixed with water (20 ml)
  6. filtrationthe precipitate filtered off
  7. customcrystallised
  8. customform ethyl acetate

出典と根拠

ORDレコード
ord-54ac1ecaf32544c38fb271baa258bb44
出典データセット
uspto-grants-1998_11
特許番号
US05834468

反応ノート

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