Hydrochloric Acid → Benzyl piperidine-4-carboxylate hydrochloride

HRID 2103988Notes

Reaction equation

HRID 2103988 reaction equation
[CH2:1]([O:8][C:9]([CH:11]1[CH2:16][CH2:15][N:14](NC(OC(C)(C)C)=O)[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:25]>O1CCOCC1>[ClH:25].[CH2:1]([O:8][C:9]([CH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 667416331-[(1,1-Dimethylethoxycarbonyl)amino]-piperidine-4-carboxylic acid benzyl ester

Product 1

HCID 68664822Benzyl piperidine-4-carboxylate hydrochlorideYield 54%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

1-[(1,1-Dimethylethoxycarbonyl)amino]-piperidine-4-carboxylic acid benzyl ester (7 g, 21.0 mmol), from step 2, was dissolved in 1,4-dioxane (20 ml). To this solution, HCl 4N in 1,4-dioxane (7.8 ml, 300 ml, 12 eq.) was added and the resulting solution was stirred overnight at room temperature. The solid was filtered, suspended in n-hexane (50 ml), and filtered to give a white solid. Yield 54%, 2.5 g.

Workup

  1. filtrationThe solid was filtered
  2. filtrationfiltered
  3. customto give a white solid

Sources & evidence

ORD record
ord-032b20c0d3f547eba378db61fd71b511
Source dataset
uspto-grants-2009_08
Patent number
US07576206B2

Reaction notes

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