Hydrogen Bromide → N-[2-(2-bromoacetyl)phenyl]acetamide

HRID 1072519

반응식

HRID 1072519 반응식
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11](=[O:13])[CH3:12])(=[O:3])[CH3:2].[BrH:14].BrBr>C(O)(=O)C>[Br:14][CH2:2][C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11](=[O:13])[CH3:12])=[O:3]

참가 물질

5

반응물 3

HCID 260Hydrogen BromideHCID 21306N-(2-Acetylphenyl)acetamideHCID 24408Bromine

생성물 1

HCID 2749459N-[2-(2-bromoacetyl)phenyl]acetamide

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

31 g (0.175 mol) of N-(2-Acetylphenyl)-acetamide (prepared by acylation of 2-aminoacetophenone with acetyl chloride as described by Fuerstner, Alois; Jumbam, Denis N.; Tetrahedron; 48; 29; 5991-6010, (1992)) was dissolved in 200 ml of glacial acetic acid. 127 ml of 33% strength HBr in glacial acetic acid was added and then, at room temperature, 8.75 ml (0.175 mol) of bromine was slowly run in. The mixture was stirred at room temperature overnight. The mixture was stirred into 1.5 l of ice-water, and the precipitated product was filtered off with suction, thoroughly washed with ice-water and dried in vacuo. The crude product contained, according to HPLC and NMR, some precursor and dibrominated product, but was pure enough (about 85% strength) for further reaction.

후처리

  1. customat room temperature
  2. filtrationthe precipitated product was filtered off with suction
  3. washthoroughly washed with ice-water
  4. customdried in vacuo
  5. customfor further reaction

출처 및 근거

ORD 기록
ord-686afb02858343efb828dce89b6416af
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06911453B2

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