Hydrochloric Acid → 3-Piperidin-4-yl-7-trifluoromethyl-benzo[d]isoxazole

HRID 501322Notes

Reaction equation

HRID 501322 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[C:18]3[CH:19]=[CH:20][CH:21]=[C:22]([C:23]([F:26])([F:25])[F:24])[C:17]=3[O:16][N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl.CCOCC>CO>[NH:8]1[CH2:13][CH2:12][CH:11]([C:14]2[C:18]3[CH:19]=[CH:20][CH:21]=[C:22]([C:23]([F:26])([F:25])[F:24])[C:17]=3[O:16][N:15]=2)[CH2:10][CH2:9]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 588176024-(7-Trifluoromethyl-benzo[d]isoxazol-3-yl)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 231124413-Piperidin-4-yl-7-trifluoromethyl-benzo[d]isoxazoleYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4-(7-trifluoromethyl-benzo[d]isoxazol-3-yl)-piperidine-1-carboxylic acid tert-butyl ester (8.00 g, 21.6 mmol), HCl (100 mL of a 1 M ether solution, 100 mmol), and methanol (50 mL) was stirred at room temperature under nitrogen overnight. The reaction was concentrated and the solid triturated with methanol/ether to afford 5.84 g (88%) of the desired product as a white powder, mp: 242-243° C.

Workup

  1. concentrationThe reaction was concentrated
  2. customthe solid triturated with methanol/ether

Sources & evidence

ORD record
ord-18c9520ae37b47c1b040ddc24dd1188d
Source dataset
uspto-grants-2010_08
Patent number
US07772252B2

Reaction notes

Loading…