Trifluoroacetic acid → 4-(3-Benzyloxy-benzylidene)-piperidine trifluoroacetate

HRID 1666348

Reaction equation

HRID 1666348 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11](=[CH:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[F:29][C:30]([F:35])([F:34])[C:31]([OH:33])=[O:32]>C(Cl)Cl>[F:29][C:30]([F:35])([F:34])[C:31]([OH:33])=[O:32].[CH2:22]([O:21][C:17]1[CH:16]=[C:15]([CH:20]=[CH:19][CH:18]=1)[CH:14]=[C:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 668760014-(3-Benzyloxy-benzylidene)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 668761894-(3-Benzyloxy-benzylidene)-piperidine trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-(3-Benzyloxy-benzylidene)-piperidine-1-carboxylic acid tert-butyl ester (534 mg, 1.4 mmol) from Step 2 was dissolved in CH2Cl2 (5 mL) and treated with trifluoroacetic acid (1.05 mL, 14.1 mmol). After 2 hours, the solution was concentrated to provide the title compound which was used without further purification (550 mg).

Workup

  1. concentrationthe solution was concentrated

Sources & evidence

ORD record
ord-4fc2c6e0d9814ed1af959ba0dce20d27
Source dataset
uspto-grants-2011_10
Patent number
US08044052B2

Linked notes

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