Trifluoroacetic acid → HCID 11129421, compound

HRID 555374Notes

Reaction equation

HRID 555374 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]([O:23][CH3:24])=[O:22])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:24][O:23][C:21](=[O:22])[C:18]1[CH:17]=[CH:16][C:15]([O:14][CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10914637Methyl 4-(N-BOC-piperidin-4-yl-oxy)-benzoate

Product 1

HCID 11129421HCID 11129421, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-(4-methoxycarbonyl-phenoxy)-piperidine-1-carboxylic acid t-butyl ester (6 g, 17.89 mmol) in DCM (50 mL) was added TFA (25 mL) and stirring was continued for 1.5 hrs at room temperature. The volatiles were removed in vacuo and the residues was crystallised from diethyl ether affording after filtration and drying 5.92 g (95%) of 4-(piperidin-4-yloxy)-benzoic acid methyl ester as a solid TFA salt.

Workup

  1. customThe volatiles were removed in vacuo
  2. customthe residues was crystallised from diethyl ether affording
  3. filtrationafter filtration
  4. dry with materialdrying 5.92 g (95%) of 4-(piperidin-4-yloxy)-benzoic acid methyl ester as a solid TFA salt

Sources & evidence

ORD record
ord-9d4f1f9823cc496d98f7c215cdc6b81c
Source dataset
uspto-grants-2011_11
Patent number
US08053447B2

Reaction notes

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