Sodium Hydroxide → 4-[5-[4-[amino(hydroxyimino)methyl]-3-fluoro-phenoxy]pentyloxy]-N,N-bis (1-methylethyl)benzamide

HRID 2209739ノート

反応式

HRID 2209739 の反応式
[C:1]([C:3]1[CH:30]=[CH:29][C:6]([O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][C:14]2[CH:28]=[CH:27][C:17]([C:18]([N:20]([CH:24]([CH3:26])[CH3:25])[CH:21]([CH3:23])[CH3:22])=[O:19])=[CH:16][CH:15]=2)=[CH:5][C:4]=1[F:31])#[N:2].[OH-:32].[Na+].Cl.[NH2:35]O>C(O)C>[NH2:2][C:1](=[N:35][OH:32])[C:3]1[CH:30]=[CH:29][C:6]([O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][C:14]2[CH:15]=[CH:16][C:17]([C:18]([N:20]([CH:24]([CH3:25])[CH3:26])[CH:21]([CH3:23])[CH3:22])=[O:19])=[CH:27][CH:28]=2)=[CH:5][C:4]=1[F:31]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 193814994-[5-(4-cyano-3-fluoro-phenoxy)pentyloxy]-N,N-bis(1-methylethyl)benzamide

生成物 1

HCID 543034514-[5-[4-[amino(hydroxyimino)methyl]-3-fluoro-phenoxy]pentyloxy]-N,N-bis (1-methylethyl)benzamide

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A stirred solution of 4-[5-(4-cyano-3-fluoro-phenoxy)pentyloxy]-N,N-bis(1-methylethyl)benzamide (360 mg, 0.84 mmol) in 1.7 mL of 1N sodium hydroxide (1.7 mmol) and 10 mL of ethanol is treated with hydroxylamine hydrochloride (120 mg, 1.7 mmol). After refluxing overnight, the reaction is concentrated in vacuo. The resulting material is purified by chromatography on silica gel (500 g) with 60-70% ethyl acetate/hexane as the eluent to afford 4-[5-[4-[amino(hydroxyimino)methyl]-3-fluoro-phenoxy]pentyloxy]-N,N-bis (1-methylethyl)benzamide as a colorless foam;

後処理

  1. temperatureAfter refluxing overnight
  2. concentrationthe reaction is concentrated in vacuo
  3. customThe resulting material is purified by chromatography on silica gel (500 g) with 60-70% ethyl acetate/hexane as the eluent

出典と根拠

ORDレコード
ord-3ed75856c8124fa28a37bbcbaf7465c7
出典データセット
uspto-grants-1995_10
特許番号
US05455274

反応ノート

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