Trifluoroacetic acid → (Piperidin-4-yloxy)acetic acid methyl ester hydrochloride

HRID 2257913Notes

Reaction equation

HRID 2257913 reaction equation
F[C:2](F)(F)C([O-])=O.[NH:8]1[CH2:13][CH2:12][CH:11]([O:14][CH2:15][C:16]([OH:18])=[O:17])[CH2:10][CH2:9]1.FC(F)(F)C(O)=O.S(Cl)([Cl:28])=O>ClCCl.CO>[ClH:28].[NH:8]1[CH2:9][CH2:10][CH:11]([O:14][CH2:15][C:16]([O:18][CH3:2])=[O:17])[CH2:12][CH2:13]1

Participants

7

Reactant 4

HCID 6422Trifluoroacetic acidHCID 24386Thionyl ChlorideHCID 84468TrifluoroacetateHCID 184236272-(Piperidin-4-yloxy)acetic acid

Product 1

HCID 21835549(Piperidin-4-yloxy)acetic acid methyl ester hydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

By esterifying the trifluoroacetate of 4-piperidinyloxy-acetic acid (prepared by treating the product of Example 1c) with trifluoroacetic acid in dichloromethane) in methanol in the presence of thionyl chloride there is obtained methyl 4-piperidinyloxyacetate hydrochloride, MS (EI): 173 (M)+.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-bbff8b45f5ae4d93b3165d8c0b688897
Source dataset
uspto-grants-1997_08
Patent number
US05658928

Reaction notes

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