Methanol → Methyl 1-benzyl-4-hydroxypiperidine-4-carboxylate

HRID 1246716Notes

Reaction equation

HRID 1246716 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([OH:16])([C:14]#N)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:17](OCC)(=[O:19])C.CCCCCC.C[OH:30]>Cl>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([OH:16])([C:14]([O:19][CH3:17])=[O:30])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 8058HexaneHCID 8857Ethyl AcetateHCID 801891-Benzyl-4-hydroxypiperidine-4-carbonitrile

Product 1

HCID 12343427Methyl 1-benzyl-4-hydroxypiperidine-4-carboxylate

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

1-Benzyl-4-hydroxy-4-piperidinecarbonitrile (30.0 g, 118 mmol) in methanol (590 mL) and concentrated HCl (590 mL) was heated at reflux for 18 hours. The product was obtained following chromatography (SiO2, ethyl acetate:hexane, 1:4). MS (EI, M+H)+250.

Workup

  1. temperatureat reflux for 18 hours
  2. customThe product was obtained

Sources & evidence

ORD record
ord-63c3eb8344b04961916492b7886eaae0
Source dataset
uspto-grants-2006_10
Patent number
US07129235B2

Reaction notes

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