Hydrochloric Acid → 4-[(Cyclopropylmethoxy)methyl]piperidine hydrochloride

HRID 341520Notes

Reaction equation

HRID 341520 reaction equation
[ClH:1].[CH:2]1([CH2:5][O:6][CH2:7][CH:8]2[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]2)[CH2:4][CH2:3]1>O1CCOCC1>[ClH:1].[CH:2]1([CH2:5][O:6][CH2:7][CH:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH2:3][CH2:4]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66803103Tert-butyl 4-[(cyclopropylmethoxy)methyl]piperidine-1-carboxylate2×

Product 1

HCID 237229874-[(Cyclopropylmethoxy)methyl]piperidine hydrochlorideYield 125%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of 4N HCl in dioxane (5 mL, 20.0 mmol) was added to a solution of tert-butyl 4-[(cyclopropylmethoxy)methyl]piperidine-1-carboxylate (Intermediate 199, 0.75 g, 2.77 mmol) in dioxane (3 mL) at room temperature. The reaction mixture was stirred at room temperature for 3 h before being evaporated to dryness to provide the title compound as a pale pink sticky solid (0.7 g, 125%). Method B HPLC-MS: MH+ (free-based) requires m/z=170 Found: m/z=170, Rt=0.87 min.

Workup

  1. custombefore being evaporated to dryness

Sources & evidence

ORD record
ord-87871e4a01a44306b2d136abbb20cc3d
Source dataset
uspto-grants-2014_11
Patent number
US08895733B2

Reaction notes

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