Bromine → 2-Bromo-1-(quinolin-6-yl)ethan-1-one

HRID 69151

Reaction equation

HRID 69151 reaction equation
[Br:1]Br.[N:3]1[C:12]2[C:7](=[CH:8][C:9]([C:13](=[O:15])[CH3:14])=[CH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=1>C(O)(=O)C>[Br:1][CH2:14][C:13]([C:9]1[CH:8]=[C:7]2[C:12](=[CH:11][CH:10]=1)[N:3]=[CH:4][CH:5]=[CH:6]2)=[O:15]

Participants

4

Reactant 2

HCID 24408BromineHCID 2585591-(Quinolin-6-yl)ethan-1-one

Product 1

HCID 716996922-Bromo-1-(quinolin-6-yl)ethan-1-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

Bromine (6.69 g, 132 mmol) was added to a warm (100° C.) solution of 1-quinolin-6-yl-ethanone (Stage 1.4, 18.8 g, 110 mmol) in acetic acid (50 mL). The mixture was stirred at 100° C. for 45 min then cooled to rt. A precipitate was formed which was filtered off and washed with Et2O. Drying under HV at 50° C. afforded the title compound as a brown solid (tR 1.3 min (conditions 1), MH+=251.8).

Workup

  1. temperaturethen cooled to rt
  2. customA precipitate was formed which
  3. filtrationwas filtered off
  4. washwashed with Et2O
  5. customDrying under HV at 50° C.

Sources & evidence

ORD record
ord-60b0a69ade09433080ed331bd065b633
Source dataset
uspto-grants-2014_09
Patent number
US08822468B2

Linked notes

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