Thionyl Chloride → HCID 86618109, compound

HRID 534740Notes

Reaction equation

HRID 534740 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][CH:11]([C:14]([OH:16])=O)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.S(Cl)([Cl:19])=O>O1CCOCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][CH:11]([C:14]([Cl:19])=[O:16])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 23120557HCID 23120557, compound

Product 1

HCID 86618109HCID 86618109, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1-(4-Fluorophenyl)-4-piperidinecarboxylic acid (0.1 g, 0.45 mmol) was stirred in dioxane (5 mL) and thionyl chloride (0.165 mL, 2.25 mmol) was added drop-wise. After stirring for 1 h the solvent was removed by evaporation, DCM was added to the residue which was then re-concentrated to give 1-(4-fluorophenyl)-4-piperidinecarbonyl chloride which was used directly in step 2.

Workup

  1. customwas removed by evaporation, DCM
  2. additionwas added to the residue which
  3. concentrationwas then re-concentrated

Sources & evidence

ORD record
ord-954ceb98b7a044558cd12cfb087e8de3
Source dataset
uspto-grants-2014_10
Patent number
US08853218B2

Reaction notes

Loading…