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Sodium Chloride → 2-[Allyl(2,4-dimethoxybenzyl)amino]-1-(3-bromophenyl)ethanone

HRID 1693176
ノート
印刷プレビュー

反応式

HRID 1693176 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5](=[O:8])[CH2:6]Br.C(N(CC)C(C)C)(C)C.[CH2:21]([NH:24][CH2:25][C:26]1[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][C:27]=1[O:34][CH3:35])[CH:22]=[CH2:23].C(=O)(O)[O-].[Na+].[Cl-].[Na+]>ClCCl.C(Cl)(Cl)Cl>[CH2:21]([N:24]([CH2:25][C:26]1[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][C:27]=1[O:34][CH3:35])[CH2:6][C:5]([C:4]1[CH:9]=[CH:10][CH:11]=[C:2]([Br:1])[CH:3]=1)=[O:8])[CH:22]=[CH2:23]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 5234Sodium ChlorideHCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 5195852-Bromo-1-(3-bromophenyl)ethan-1-oneHCID 4722371N-(2,4-Dimethoxybenzyl)prop-2-EN-1-amine

生成物 1

HCID 578275522-[Allyl(2,4-dimethoxybenzyl)amino]-1-(3-bromophenyl)ethanone収率 98.3%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

3-Bromophenacyl bromide (20.9 g) was dissolved in dichloromethane (400 mL). After ice-cooling the solution, N,N-diisopropylethylamine (14.3 mL) and allyl(2,4-dimethoxybenzyl)amine (18.7 g) were dissolved in dichloromethane (50 mL) and added dropwise. The reaction solution was gradually warmed to room temperature while dipping in an ice water bath, and stirred for about 20 hours. Chloroform, a saturated sodium bicarbonate solution and a saturated sodium chloride solution were sequentially added to the reaction solution, and the organic layer was separated. The organic layer was dried over anhydrous magnesium sulfate (2 g). The drying agent was removed by filtration and then the filtrate was concentrated under reduced pressure to obtain a crude product. The product was subjected to silica gel column chromatography to obtain the title compound (29.88 g).

後処理

  1. additionadded dropwise
  2. customwhile dipping in an ice water bath
  3. customthe organic layer was separated
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate (2 g)
  5. customThe drying agent was removed by filtration
  6. concentrationthe filtrate was concentrated under reduced pressure
  7. customto obtain a crude product

出典と根拠

ORDレコード
ord-3e9ccba624b946f08ec9c419ae7bd35f
出典データセット
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08158620B2

反応ノート

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