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Triethylamine → 2-(4-bromophenyl)-N,N-dimethylacetamide

HRID 230614
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HRID 230614 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=O)=[CH:4][CH:3]=1.[C:12](N1C=CN=C1)([N:14]1C=CN=[CH:15]1)=O.C(N(CC)CC)C.Cl.CNC>ClCCl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([N:14]([CH3:15])[CH3:12])=[O:11])=[CH:4][CH:3]=1
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참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 10473Dimethylamine, hydrochlorideHCID 682631,1'-CarbonyldiimidazoleHCID 74654Benzeneacetic acid, 4-bromo-

생성물 1

HCID 46315952-(4-bromophenyl)-N,N-dimethylacetamide수율 64%

시약·촉매·용매 1

HCID 6344Dichloromethane
용매

실험 절차

A solution of 4-bromophenylacetic acid (960 mg, 4.49 mmol) in dichloromethane (30 ml) was treated in one portion with solid 1,1′-carbonyldiimidazole (730 mg, 4.5 mmol) at 20° C. with stirring under argon. This mixture was allowed to stir at room temperature for 15 minutes. Triethylamine (0.63 ml) was then added followed by dimethylamine hydrochloride (367 mg, 4.5 mmol) and the stirring continued for 1 hour. Most of the solvent was removed under reduced pressure and the residue added to a 20 g isolute silica sep-pak column and eluted from 0-50% ethyl acetate in petroleum ether to give the title compound as a colourless solid (689 mg, 64%).

후처리

  1. stirringto stir at room temperature for 15 minutes
  2. customMost of the solvent was removed under reduced pressure
  3. additionthe residue added to a 20 g isolute silica sep-pak column
  4. washeluted from 0-50% ethyl acetate in petroleum ether

출처 및 근거

ORD 기록
ord-029811c8d9194bc08a9aa0df315b6526
출처 데이터셋
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07566735B2

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