Methanol → HCID 67539276, compound

HRID 39715Notes

Reaction equation

HRID 39715 reaction equation
CO.C([N:10]1[CH2:15][CH2:14][CH:13]([CH2:16][CH2:17][CH2:18][OH:19])[CH:12]([C:20]([O:22][CH3:23])=[O:21])[CH2:11]1)C1C=CC=CC=1>[OH-].[Pd+2].[OH-].C(O)(=O)C>[C:20]([OH:22])(=[O:21])[CH3:12].[OH:19][CH2:18][CH2:17][CH2:16][CH:13]1[CH2:14][CH2:15][NH:10][CH2:11][CH:12]1[C:20]([O:22][CH3:23])=[O:21]

Participants

5

Reactant 2

HCID 887MethanolHCID 59398352HCID 59398352, compound

Product 1

HCID 67539276HCID 67539276, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 176Acetic AcidSolvent

Procedure

To 3 mL of a methanol solution containing 0.15 g of methyl 1-benzyl-4-(3-hydroxypropyl)piperidine-3-carboxylate, 0.12 mL of acetic acid and 0.15 g of palladium hydroxide were added, and the reaction mixture was stirred for 1 hour and 30 minutes under a hydrogen atmosphere. The insoluble material filtered off, and the solvent was removed under reduced pressure to obtain 0.12 g of a colorless oily substance, methyl 4-(3-hydroxypropyl)piperidine-3-carboxylate acetate. 1.34-1.41 (2H, m), 1.58-1.75 (4H, m), 1.87-1.95 (1H, m), 2.06 (3H, s), 2.80-2.90 (2H, m), 3.01 (1H, dd, J=3.7, 13.7 Hz), 3.20-3.28 (1H, m), 3.29-3.35 (1H, m), 3.65 (2H, t, J=6.3 Hz), 3.73 (3H, s)

Workup

  1. additionwere added
  2. filtrationThe insoluble material filtered off
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-458cc4522807404ebcdb5d621d2f2474
Source dataset
uspto-grants-2013_09
Patent number
US08524738B2

Reaction notes

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