2-Chloro-4-[(1-isopropyl-4-piperidinyl)oxy]benzoic acid hydrochloride → 2-Chloro-4-[(1-isopropyl-4-piperidinyl)oxy]benzoyl chloride hydrochloride

HRID 268726Notes

Reaction equation

HRID 268726 reaction equation
[ClH:1].[Cl:2][C:3]1[CH:11]=[C:10]([O:12][CH:13]2[CH2:18][CH2:17][N:16]([CH:19]([CH3:21])[CH3:20])[CH2:15][CH2:14]2)[CH:9]=[CH:8][C:4]=1[C:5](O)=[O:6]>S(Cl)(Cl)=O>[ClH:2].[Cl:2][C:3]1[CH:11]=[C:10]([O:12][CH:13]2[CH2:18][CH2:17][N:16]([CH:19]([CH3:21])[CH3:20])[CH2:15][CH2:14]2)[CH:9]=[CH:8][C:4]=1[C:5]([Cl:1])=[O:6]

Participants

3

Reactant 1

HCID 689653592-Chloro-4-[(1-isopropyl-4-piperidinyl)oxy]benzoic acid hydrochloride

Product 1

HCID 179862952-Chloro-4-[(1-isopropyl-4-piperidinyl)oxy]benzoyl chloride hydrochlorideYield 199%

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Procedure

2-Chloro-4-[(1-isopropyl-4-piperidinyl)oxy]benzoic acid hydrochloride (D32) (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 was evaporated from DCM (3×10 ml) to give the title compound (D33) (0.21 g).

Workup

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

Sources & evidence

ORD record
ord-b960ebdff33d4014992a20882e199273
Source dataset
uspto-grants-2008_11
Patent number
US07446103B2

Reaction notes

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