Piperidine → 1-(4-chloro-1-oxobutyl)piperidine

HRID 1584804Notes

Reaction equation

HRID 1584804 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][C:5](Cl)=[O:6].[NH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.C(N(CC)CC)C>ClCCl>[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1)=[O:6]

Participants

5

Reactant 3

HCID 8082PiperidineHCID 8471TriethylamineHCID 783704-Chlorobutyryl chloride

Product 1

HCID 3040801-(4-chloro-1-oxobutyl)piperidine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

4-Chlorobutyryl chloride in dichlormethane was added to an ice cooled solution of piperidine (1.8 ml; 17.6 mmol) and triethylamine (2.5 ml) in dichloromethane (40 ml) under an atmosphere of nitrogen. The mixture was stirred for 5 min whilst being cooled, then stirred at ambient temperature for 3 h. The solution was washed with water, dried over sodium sulfate and evaporated to give 1-(4-chloro-1-oxobutyl)piperidine as a pale yellow oil (2.1 g).

Workup

  1. temperaturewhilst being cooled
  2. stirringstirred at ambient temperature for 3 h
  3. washThe solution was washed with water
  4. dry with materialdried over sodium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-891d443741d64ed497ff037d8fccf181
Source dataset
uspto-grants-1999_08
Patent number
US05935974

Reaction notes

Loading…