Oxalyl chloride → HCID 22344169, compound

HRID 657606Notes

Reaction equation

HRID 657606 reaction equation
C(Cl)(=O)C([Cl:4])=O.[ClH:7].[C:8](O)(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>ClCCl.CN(C)C=O>[ClH:4].[C:8]([Cl:7])(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 57447319Benzoate hydrochloride

Product 1

HCID 22344169HCID 22344169, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

Oxalic chloride (800 μL) is added dropwise to a solution of 4-[3-(cis and trans-3,5-dimethylpiperidino)propoxy]benzoic acid, hydrochloride (2.33 g) in dichloromethane (20 mL) containing one drop of N,N-dimethylformamide. The mixture is stirred for two hours at room temperature and concentrated under reduced pressure. Cyclohexane is added and evaporated under reduced pressure to afford 2.55 g of 4-[3-(cis and trans-3,5-dimethylpiperidino)propoxy]benzoyl chloride, hydrochloride used without further purification.

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionCyclohexane is added
  3. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-a5d8d981dcbb4d4db2bba4785c0821a8
Source dataset
uspto-grants-2011_12
Patent number
US08076329B2

Reaction notes

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