Thionyl Chloride → HCID 21545599, compound

HRID 1605959Notes

Reaction equation

HRID 1605959 reaction equation
O[CH2:2][CH2:3][N:4]1[CH2:9][CH:8]=[C:7]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[CH2:6][CH2:5]1.S(Cl)([Cl:19])=O>C1C=CC=CC=1>[ClH:19].[Cl:19][CH2:2][CH2:3][N:4]1[CH2:9][CH:8]=[C:7]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 21545604HCID 21545604, compound

Product 1

HCID 21545599HCID 21545599, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

0.5 g. of 1-(2-hydroxyethyl)-4-(p-fluorophenyl)-1,2,3,6-tetrahydropyridine are dissolved in 10 ml. of absolute benzene and 0.4 g. of thionyl chloride are added with stirring and cooling with ice. The mixture is heated under reflux conditions for 30 minutes and the solvent is evaporated. The 1-(2-chloroethyl)-4 -(p-fluorophenyl)-1,2,3,6-tetrahydropyridine hydrochloride obtained melts at 226°C. after recrystallization from ethanol.

Workup

  1. temperaturecooling with ice
  2. temperatureThe mixture is heated under reflux conditions for 30 minutes
  3. customthe solvent is evaporated

Sources & evidence

ORD record
ord-dc108529ed9d4c8686e86107a9884ec3
Source dataset
uspto-grants-1976_04
Patent number
US03951987

Reaction notes

Loading…