Hydrochloric Acid → HCID 89714031, compound

HRID 1518976Notes

Reaction equation

HRID 1518976 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:5]=1[CH:11]1[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]1)[CH3:2].[ClH:24]>C(Cl)Cl>[ClH:24].[CH2:1]([O:3][C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:5]=1[CH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 89714148HCID 89714148, compound

Product 1

HCID 89714031HCID 89714031, compoundYield 85.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dissolve tert-butyl 4-(2-ethoxy-4-fluoro-phenyl)piperidine-1-carboxylate (3.5 g, 10.8 mmol) in DCM (28 mL) and add HCl (4M solution in dioxanes, 27 mL, 108.2 mmol). Stir at ambient temperature for 4 hours, and then concentrate to dryness under vacuum. Triturate with diethyl ether to give a racemic mixture of the title compound as a white solid (2.4 g, 85.4%). MS (m/z): 223 (M-HCl)

Workup

  1. concentrationconcentrate to dryness under vacuum
  2. customTriturate with diethyl ether
  3. customto give

Sources & evidence

ORD record
ord-4f465708a1a64f45a0e47d1387a0721a
Source dataset
uspto-grants-2015_07
Patent number
US09073856B2

Reaction notes

Loading…