Hydrochloric Acid → Methyl 4-(hydroxymethyl)piperidine-4-carboxylate

HRID 655967Notes

Reaction equation

HRID 655967 reaction equation
[OH:1][CH2:2][C:3]1([C:16]([O:18][CH3:19])=[O:17])[CH2:8][CH2:7][N:6](C(OC(C)(C)C)=O)[CH2:5][CH2:4]1.Cl>CO>[OH:1][CH2:2][C:3]1([C:16]([O:18][CH3:19])=[O:17])[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 579202781-tert-Butyl 4-methyl 4-(hydroxymethyl)piperidine-1,4-dicarboxylate

Product 1

HCID 57920285Methyl 4-(hydroxymethyl)piperidine-4-carboxylate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-tert-butyl 4-methyl 4-(hydroxymethyl)piperidine-1,4-dicarboxylate (470 mg, 1.72 mmol, 1.0 equiv.) in MeOH (1 mL) was added HCl (4 M in dioxane, 1 mL). The mixture was stirred at rt for about 1 h and concentrated to dryness to give methyl 4-(hydroxymethyl)piperidine-4-carboxylate, which was used without further purification. LRMS (M+H+) m/z 174.0.

Workup

  1. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-ae3a7416c3044455b391ba7db0e5bd5a
Source dataset
uspto-grants-2011_12
Patent number
US08071625B2

Reaction notes

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