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Trifluoroacetic acid → 4-[(4-Pyrrolidinophenyloxy)methyl]piperidine

HRID 1079391
Notes
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Reaction equation

HRID 1079391 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]([N:22]3[CH2:26][CH2:25][CH2:24][CH2:23]3)=[CH:18][CH:17]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>>[N:22]1([C:19]2[CH:18]=[CH:17][C:16]([O:15][CH2:14][CH:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[CH:21][CH:20]=2)[CH2:23][CH2:24][CH2:25][CH2:26]1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 233669661-Tert-butyloxycarbonyl-4-[(4-pyrrolidinophenyloxy)methyl]piperidine

Product 1

HCID 233668964-[(4-Pyrrolidinophenyloxy)methyl]piperidine

Procedure

To 1-tert-butyloxycarbonyl-4-[(4-pyrrolidinophenyloxy)methyl]piperidine (0.55 g) obtained in Example 15 was added trifluoroacetic acid (2 ml), followed by stirring at room temperature for 10 minutes. The mixture was worked up according to the same manner as that described in Example 14 to obtain a fumarate and the fumarate was recrystallized from water/ethanol (1/2) to obtain 4-[(4-pyrrolidinophenyloxy)methyl]piperidine fumarate (0.5 g) as colorless crystals, m.p. 200°-205° C.

Sources & evidence

ORD record
ord-c27c8ec4dc7044f9943759b85d6e710c
Source dataset
uspto-grants-1996_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05580883

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes