4-[(1-Cyclobutyl-4-piperidinyl)oxy]benzoic acid hydrochloride → 4-[(1-Cyclobutyl-4-piperidinyl)oxy]benzoyl chloride hydrochloride

HRID 268720Notes

Reaction equation

HRID 268720 reaction equation
[ClH:1].[CH:2]1([N:6]2[CH2:11][CH2:10][CH:9]([O:12][C:13]3[CH:21]=[CH:20][C:16]([C:17](O)=[O:18])=[CH:15][CH:14]=3)[CH2:8][CH2:7]2)[CH2:5][CH2:4][CH2:3]1>S(Cl)(Cl)=O>[ClH:1].[CH:2]1([N:6]2[CH2:11][CH2:10][CH:9]([O:12][C:13]3[CH:21]=[CH:20][C:16]([C:17]([Cl:1])=[O:18])=[CH:15][CH:14]=3)[CH2:8][CH2:7]2)[CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 1

HCID 689669964-[(1-Cyclobutyl-4-piperidinyl)oxy]benzoic acid hydrochloride

Product 1

HCID 179862644-[(1-Cyclobutyl-4-piperidinyl)oxy]benzoyl chloride hydrochlorideYield 198.3%

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Procedure

4-[(1-Cyclobutyl-4-piperidinyl)oxy]benzoic acid hydrochloride (D24) (0.20 g) was dissolved in thionyl chloride (10 ml) and heated under reflux for 1.5 h. The thionyl chloride was removed by evaporation and the residue evaporated from DCM (3×10 ml) to give the title compound (D25) (0.21 g).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 1.5 h
  3. customThe thionyl chloride was removed by evaporation
  4. customthe residue evaporated from DCM (3×10 ml)

Sources & evidence

ORD record
ord-8b8a52be8c1d4fc3b57053cbe9915615
Source dataset
uspto-grants-2008_11
Patent number
US07446103B2

Reaction notes

Loading…