3,5-Difluorophenol → 1-Benzyl-4-(3,5-difluorophenoxy)piperidine

HRID 1053861Notes

Reaction equation

HRID 1053861 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([OH:14])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:15][C:16]1[CH:17]=[C:18](O)[CH:19]=[C:20]([F:22])[CH:21]=1>>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:18]2[CH:17]=[C:16]([F:15])[CH:21]=[C:20]([F:22])[CH:19]=2)[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 759283,5-DifluorophenolHCID 784611-Benzylpiperidin-4-ol

Product 1

HCID 577538291-Benzyl-4-(3,5-difluorophenoxy)piperidine

Procedure

The title compound was prepared from 1-benzyl-4-hydroxypiperidine and 3,5-difluorophenol, using the same method as that described for preparation 43. The crude compound was purified by column chromatography on silica gel, eluting with dichloromethane:methanol, 95:5, to afford the desired product in 63% yield. LRMS APCI m/z 304 [M+H]+

Workup

  1. customthat described for preparation 43
  2. customThe crude compound was purified by column chromatography on silica gel
  3. washeluting with dichloromethane

Sources & evidence

ORD record
ord-337d0d53fe1b478e844123e66f84fed2
Source dataset
uspto-grants-2016_07
Patent number
US09394278B2

Reaction notes

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