Bromine → 3-Bromopiperidin-4-one hydrobromide

HRID 2121453Notes

Reaction equation

HRID 2121453 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11](=[O:14])[CH2:10][CH2:9]1)=O)CCC.[Br:15]Br>C(Cl)(Cl)Cl>[BrH:15].[Br:15][CH:10]1[C:11](=[O:14])[CH2:12][CH2:13][NH:8][CH2:9]1

Participants

4

Reactant 2

HCID 24408BromineHCID 22732029Butyl 4-oxopiperidine-1-carboxylate

Product 1

HCID 141969683-Bromopiperidin-4-one hydrobromideYield 163.8%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

About 2.6 g of N-butoxycarbonyl-4-piperdone (FIG. 10b) was dissolved in about 70 ml of chloroform; to this solution was added about 2.08 g Br2 over a period of about 30 minutes. The reaction was continued for about 2 hours at room temperature during which a white precipitate of the compound of FIG. 10c was formed. The reaction mixture was filtered and washed with chloroform ether to yield about 2.76 g of the compound of FIG. 10c.

Workup

  1. customa white precipitate of the compound of FIG. 10c was formed
  2. filtrationThe reaction mixture was filtered
  3. washwashed with chloroform ether

Sources & evidence

ORD record
ord-530324277cb844d0bac02d64ffa9875b
Source dataset
uspto-grants-2004_02
Patent number
US06696455B1

Reaction notes

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