Hydrogen Bromide → HCID 20145262、化合物

HRID 648638ノート

反応式

HRID 648638 の反応式
N([O-])=O.[Na+].N[C:6]1[CH:7]=[CH:8][C:9]([N:27]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)=[C:10]([CH:12]([CH:14]([C:24]([NH2:26])=[O:25])[C:15]2[CH:23]=[CH:22][C:18]([C:19]([OH:21])=[O:20])=[CH:17][CH:16]=2)[CH3:13])[CH:11]=1.[OH-].[Na+].[BrH:35]>O.[Cu]Br>[Br:35][C:6]1[CH:7]=[CH:8][C:9]([N:27]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)=[C:10]([CH:12]([CH:14]([C:24]([NH2:26])=[O:25])[C:15]2[CH:23]=[CH:22][C:18]([C:19]([OH:21])=[O:20])=[CH:17][CH:16]=2)[CH3:13])[CH:11]=1

参加物

7

反応物 4

HCID 260Hydrogen Bromide2 回HCID 14798Sodium HydroxideHCID 20145241HCID 20145241、化合物HCID 23668193Sodium Nitrite

生成物 1

HCID 20145262HCID 20145262、化合物

試薬・触媒・溶媒 2

HCID 24593copper(I) bromide触媒HCID 962Water溶媒

実験手順

A solution of 0.072 gm (1.05 m mol) of sodium nitrite in 0.5 ml of water was added dropwise at an internal temperature of 0° to 5° C. to 0.40 gm (1.05 m mol) of 4-[(1-(5-amino-2-piperidino-phenyl)-ethyl)-aminocarbonylmethyl]-benzoic acid in 2 ml of semi-concentrated aqueous hydrobromic acid. The thus obtained diazonium salt solution was then added dropwise to 0.196 gm of copper-(I) bromide in 2 ml of 48% hydrobromic acid, whereby strong formation of gas occurred. The reaction mixture was stirred for 1.5 hours at an internal temperature of 45° to 50° C., cooled, and adjusted to pH 4 by means of 4N sodium hydroxide solution. After extraction with warm ethyl acetate, the extract was washed with water, dried, and filtered. After evaporation in vacuo, the residue obtained was purified by column chromatography on silica gel (chloroform/methanol=7:1).

後処理

  1. temperaturecooled
  2. extractionAfter extraction with warm ethyl acetate
  3. washthe extract was washed with water
  4. customdried
  5. filtrationfiltered
  6. customAfter evaporation in vacuo
  7. customthe residue obtained
  8. customwas purified by column chromatography on silica gel (chloroform/methanol=7:1)

出典と根拠

ORDレコード
ord-35d78875dcd5464793779c4b5b06333b
出典データセット
uspto-grants-1988_04
特許番号
US04735959

反応ノート

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