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

HRID 1842208
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HRID 1842208 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

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

생성물 1

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

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 6344Dichloromethane용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-f93eb6c1c063429c9e7683849c58f241
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08946210B2

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