Bromine → 1-(1-Acetylpiperidin-4-yl)-2-bromoethan-1-one

HRID 1806156Notes

Reaction equation

HRID 1806156 reaction equation
[N:1]1([C:10](=[O:12])[CH3:11])[CH2:6][CH2:5][CH:4]([C:7](=[O:9])[CH3:8])[CH2:3][CH2:2]1.[Br:13]Br>CO>[C:10]([N:1]1[CH2:6][CH2:5][CH:4]([C:7](=[O:9])[CH2:8][Br:13])[CH2:3][CH2:2]1)(=[O:12])[CH3:11]

Participants

4

Reactant 2

HCID 24408BromineHCID 27772501,4-Diacetylpiperidine

Product 1

HCID 772303261-(1-Acetylpiperidin-4-yl)-2-bromoethan-1-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1,1′-(Piperidine-1,4-diyl)diethanone (38.0 g, 225 mmol) was dissolved in methanol (700 mL) and bromine (12.1 mL, 236 mmol) was added. After agitating for 3 hours the solvent was removed. The resulting solid was washed with ethyl acetate, then distributed between ethyl acetate and sodium carbonate. The organic phase was separated, washed with brine, dried and evaporated to give the title compound.

Workup

  1. customwas removed
  2. washThe resulting solid was washed with ethyl acetate
  3. customThe organic phase was separated
  4. washwashed with brine
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-6b4cdf540daa4c5fb9598a573a49d676
Source dataset
uspto-grants-2013_01
Patent number
US08354540B2

Reaction notes

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