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

HRID 1809551Notes

Reaction equation

HRID 1809551 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

In a 1000 mL flask, 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 in vacuo. 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 in vacuo
  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-1b241b13d0d54244b9caf410ba9038c1
Source dataset
uspto-grants-2013_01
Patent number
US08362037B2

Reaction notes

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