Hydrochloric Acid → Piperidin-4-ylmethyl 2-cyclohexyl-2-hydroxy-2-phenylacetate hydrochloride

HRID 1472745Notes

Reaction equation

HRID 1472745 reaction equation
[CH:1]1([C:7]([OH:31])([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:8]([O:10][CH2:11][CH:12]2[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]2)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:32]>ClCCl>[ClH:32].[CH:25]1([C:7]([OH:31])([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[C:8]([O:10][CH2:11][CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[O:9])[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 71249173tert-Butyl 4-((2-cyclohexyl-2-hydroxy-2-phenylacetyloxy)methyl)-piperidine-1-carboxylate

Product 1

HCID 71093351Piperidin-4-ylmethyl 2-cyclohexyl-2-hydroxy-2-phenylacetate hydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl 4-((2-cyclohexyl-2-hydroxy-2-phenylacetyloxy)methyl)-piperidine-1-carboxylate (1.10 g, 2.55 mmol) was dissolved in hydrochloric acid (5 mL, 4 M solution in dioxane) and dichloromethane (5 mL). The reaction mixture was stirred at RT for 3 hours and concentrated under reduced pressure to afford the title compound (970 mg, >100%) that was used without further purification in the next step.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-226dc81e5f5b400bb6d7873aac5ef5f4
Source dataset
uspto-grants-2015_04
Patent number
US09012644B2

Reaction notes

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