Trifluoroacetic acid → HCID 56831122, compound

HRID 555386Notes

Reaction equation

HRID 555386 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][O:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]([O:24][CH3:25])=[O:23])=[CH:18][CH:17]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:25][O:24][C:22](=[O:23])[C:19]1[CH:18]=[CH:17][C:16]([O:15][CH2:14][CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 24902687HCID 24902687, compound

Product 1

HCID 56831122HCID 56831122, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-(4-methoxycarbonyl-phenoxymethyl)-piperidine-1-carboxylic acid t-butyl ester (8.5 g, 24.61 mmol) in DCM (150 mL) was added TFA (45 mL) and the mixture was stirred for 2 hrs at room temperature. The volatiles were evaporated in vacuo and the residue crystallised from addition of diethyl ether. The solid was filtered off washed with a small portion of diethyl ether and dried. This afforded 8.8 g (99%) of 4-(piperidin-4-ylmeth-oxy)-benzoic acid methyl ester as a TFA salt.

Workup

  1. customThe volatiles were evaporated in vacuo
  2. customthe residue crystallised from addition of diethyl ether
  3. filtrationThe solid was filtered off
  4. washwashed with a small portion of diethyl ether
  5. customdried

Sources & evidence

ORD record
ord-f448d9be795843bdbd767365ece41865
Source dataset
uspto-grants-2011_11
Patent number
US08053447B2

Reaction notes

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