Pyridine → HCID 1530257, compound

HRID 2073360Notes

Reaction equation

HRID 2073360 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.N1C=CC=CC=1.[F:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][C:21](Cl)=[O:22])=[CH:16][CH:15]=1>CCOCC>[F:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][C:21]([N:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[O:22])=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 8082PiperidineHCID 37449884-Fluorophenylacetyl chloride

Product 1

HCID 1530257HCID 1530257, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A well stirred mixture of 111.8 g of piperidine, 103 g of pyridine and one liter of anhydrous ether was treated dropwise with 220 g of freshly distilled 4-fluorophenyl acetyl chloride. This mixture was stirred overnight, then filtered and the filtrate washed successively with water twice, 0.1N sodium hydroxide twice, 0.1N hydrochloric acid twice, water and saturated sodium chloride, then dried in vacuo. The residue was distilled giving a yellow liquid which crystallized on standing, giving 245 g of N-(4-fluorophenylacetyl)piperidine.

Workup

  1. stirringThis mixture was stirred overnight
  2. filtrationfiltered
  3. washthe filtrate washed successively with water twice
  4. dry with material0.1N sodium hydroxide twice, 0.1N hydrochloric acid twice, water and saturated sodium chloride, then dried in vacuo
  5. distillationThe residue was distilled
  6. customgiving a yellow liquid which
  7. customcrystallized

Sources & evidence

ORD record
ord-665c778da84b4d8fa418364b7ac7d0a6
Source dataset
uspto-grants-1990_04
Patent number
US04916237

Reaction notes

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