Trifluoroacetic acid → Ethyl 3-(2-piperidin-4-yl-ethoxy)-benzoate

HRID 2407360Notes

Reaction equation

HRID 2407360 reaction equation
C(O)(C(F)(F)F)=O.[CH2:8]([O:10][C:11](=[O:34])[C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH2:19][CH2:20][CH:21]2[CH2:26][CH2:25][N:24](C(OC(C)(C)C)=O)[CH2:23][CH2:22]2)[CH:13]=1)[CH3:9]>C(Cl)Cl>[NH:24]1[CH2:23][CH2:22][CH:21]([CH2:20][CH2:19][O:18][C:14]2[CH:13]=[C:12]([CH:17]=[CH:16][CH:15]=2)[C:11]([O:10][CH2:8][CH3:9])=[O:34])[CH2:26][CH2:25]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66930054N-Boc-3-(2-piperidin-4-yl-ethoxy)-benzoic acid ethyl ester

Product 1

HCID 56830235Ethyl 3-(2-piperidin-4-yl-ethoxy)-benzoateYield 163.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (25 ml) was added to a solution of N-Boc-3-(2-piperidin-4-yl-ethoxy)-benzoic acid ethyl ester (8.5 g, 22 mmol) in DCM (100 ml). Stirring overnight followed by evaporation of the solvents afforded 10 g of the title compound as the TFA salt. LC-MS (m/z): 279 (M+1).

Workup

  1. customfollowed by evaporation of the solvents

Sources & evidence

ORD record
ord-2ad6332d834e407c963f1a4ce3c46737
Source dataset
uspto-grants-2014_08
Patent number
US08809540B2

Reaction notes

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