1-Benzyloxycarbonyl-4-(4-hexyloxyphenyl)-4-hydroxypiperidine → 4-[4-(Hexyloxy)phenyl]piperidin-4-OL

HRID 351544Notes

Reaction equation

HRID 351544 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][C:14]([C:18]2[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])=[CH:20][CH:19]=2)([OH:17])[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>CO>[CH2:25]([O:24][C:21]1[CH:22]=[CH:23][C:18]([C:14]2([OH:17])[CH2:13][CH2:12][NH:11][CH2:16][CH2:15]2)=[CH:19][CH:20]=1)[CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

Participants

3

Reactant 1

HCID 227131741-Benzyloxycarbonyl-4-(4-hexyloxyphenyl)-4-hydroxypiperidine

Product 1

HCID 227132354-[4-(Hexyloxy)phenyl]piperidin-4-OLYield 78.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-benzyloxycarbonyl-4-(4-hexyloxyphenyl)-4-hydroxypiperidine (1.4 g) in methanol (28 ml) was added dry 10% palladium on carbon (0.7 g) and stirred for 6 hours under hydrogen atmosphere. The palladium on carbon was filtered off, and the filtrate was evaporated under reduced pressure to give 4-(4-hexyloxyphenyl)-4-hydroxypiperidine (0.74 g).

Workup

  1. dry with materialdry 10% palladium on carbon (0.7 g)
  2. filtrationThe palladium on carbon was filtered off
  3. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-650922ac70674b5c8def7a80bdb34c6c
Source dataset
uspto-grants-2004_06
Patent number
US06743776B2

Reaction notes

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