1-Benzyl-3-[(4-fluoro-3-methylphenoxy)methyl]azepane → 3-[(4-Fluoro-3-methylphenoxy)methyl]azepane

HRID 467472Notes

Reaction equation

HRID 467472 reaction equation
C([N:8]1[CH2:14][CH2:13][CH2:12][CH2:11][CH:10]([CH2:15][O:16][C:17]2[CH:22]=[CH:21][C:20]([F:23])=[C:19]([CH3:24])[CH:18]=2)[CH2:9]1)C1C=CC=CC=1>CO.[OH-].[OH-].[Pd+2]>[F:23][C:20]1[CH:21]=[CH:22][C:17]([O:16][CH2:15][CH:10]2[CH2:11][CH2:12][CH2:13][CH2:14][NH:8][CH2:9]2)=[CH:18][C:19]=1[CH3:24]

Participants

4

Reactant 1

HCID 584052701-Benzyl-3-[(4-fluoro-3-methylphenoxy)methyl]azepane

Product 1

HCID 584052783-[(4-Fluoro-3-methylphenoxy)methyl]azepane

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A solution of 1-5 (226 mg, 0.690 mmol) in MeOH (5 ml) was treated with 10 mol % palladium hydroxide on carbon (48.5 mg, 0.069 mmol). The flask was evacuated and backfilled with H2(g) three times and stirred under a H2(g) atmosphere (1 atm) at RT for 30 min. The mixture was filtered though a syringe filter and the filtrate was concentrated to yield 1-6. Data for 1-6: LRMS m/z (M+H): 238.1.

Workup

  1. customThe flask was evacuated
  2. filtrationThe mixture was filtered though a syringe
  3. filtrationfilter
  4. concentrationthe filtrate was concentrated
  5. customto yield 1-6

Sources & evidence

ORD record
ord-091710d9b5e1483692c6cd698b2a1f52
Source dataset
uspto-grants-2014_01
Patent number
US08623863B2

Reaction notes

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