Hydrochloric Acid → 4-(Methoxymethyl)piperidine hydrochloride

HRID 341508Notes

Reaction equation

HRID 341508 reaction equation
[ClH:1].O1CCOCC1.[CH3:8][O:9][CH2:10][CH:11]1[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]1>>[ClH:1].[CH3:8][O:9][CH2:10][CH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 21989877tert-Butyl 4-(methoxymethyl)piperidine-1-carboxylate2×

Product 1

HCID 172185994-(Methoxymethyl)piperidine hydrochlorideYield 89%

Procedure

A solution of 4M hydrogen chloride in 1,4-dioxane (807 μL, 3.23 mmol) was added to tert-butyl 4-(methoxymethyl)piperidine-1-carboxylate (Intermediate 176, 74 mg, 0.323 mmol) and the mixture was stirred at room temperature for 18 h before being evaporated to dryness to provide the title compound (47.7 mg, 89%). Method B HPLC-MS: MH+ requires m/z=130 Found: m/z=130, Rt=0.24 min.

Workup

  1. custombefore being evaporated to dryness

Sources & evidence

ORD record
ord-ca9294a9fdae4203a04adf2643cec8cd
Source dataset
uspto-grants-2014_11
Patent number
US08895733B2

Reaction notes

Loading…