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Sodium Hydroxide → HCID 53720923、化合物

HRID 2209736
ノート
印刷プレビュー

反応式

HRID 2209736 の反応式
[C:1]([C:3]1[CH:31]=[CH:30][C:6]([O:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:27]=[CH:26][C:16]([C:17]([N:19]([CH:23]([CH3:25])[CH3:24])[CH:20]([CH3:22])[CH3:21])=[O:18])=[CH:15][C:14]=2[O:28][CH3:29])=[CH:5][CH:4]=1)#[N:2].[OH-:32].[Na+].Cl.[NH2:35]O>O.C(O)C>[NH2:2][C:1](=[N:35][OH:32])[C:3]1[CH:4]=[CH:5][C:6]([O:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:27]=[CH:26][C:16]([C:17]([N:19]([CH:23]([CH3:24])[CH3:25])[CH:20]([CH3:21])[CH3:22])=[O:18])=[CH:15][C:14]=2[O:28][CH3:29])=[CH:30][CH:31]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 19381508HCID 19381508、化合物

生成物 1

HCID 53720923HCID 53720923、化合物

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

A stirred solution of 4-[4-(4-cyanophenoxy)butoxy]-3-methoxy-N,N-bis(1-methylethyl)benzamide (500 mg, 1.18 mmol) in 2 mL of water and 8 mL of ethanol is treated with sodium hydroxide (57.7 mg, 1.34 mmol) and hydroxylamine hydrochloride (90 mg, 1.29 mmol). After refluxing overnight, the reaction is partitioned between dichloromethane and brine. The organic phase is dried over magnesium sulfate, and concentrated in vacuo. The resulting material is purified by chromatography on silica gel (15 g) with ethyl acetate as the eluent to afford 4- [4-[4-[amino(hydroxyimino)methyl]phenoxy]butoxy]-3-methoxy-N,N-bis(1-methylethyl)benzamide as colorless crystals, mp=63°-65° C.;

後処理

  1. temperatureAfter refluxing overnight
  2. customthe reaction is partitioned between dichloromethane and brine
  3. dry with materialThe organic phase is dried over magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe resulting material is purified by chromatography on silica gel (15 g) with ethyl acetate as the eluent

出典と根拠

ORDレコード
ord-1e8ef46ba0c841189464530b77dab8a0
出典データセット
uspto-grants-1995_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05455274

反応ノート

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