4-(2,2,3,3-Tetrafluoro-propoxy)-benzyloxy-phenol → 4-(2,2,3,3-Tetrafluoropropoxy)phenol

HRID 459281Notes

Reaction equation

HRID 459281 reaction equation
[F:1][C:2]([F:23])([CH:20]([F:22])[F:21])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7](OCC2C=CC=CC=2)[CH:6]=1>CO>[F:1][C:2]([F:23])([CH:20]([F:21])[F:22])[CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([OH:11])=[CH:9][CH:10]=1

Participants

3

Reactant 1

HCID 184436754-(2,2,3,3-Tetrafluoro-propoxy)-benzyloxy-phenol

Product 1

HCID 184436764-(2,2,3,3-Tetrafluoropropoxy)phenol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-(2,2,3,3-tetrafluoro-propoxy)-benzyloxy-phenol (0.09 mmol, 28 mg) (Step A) was dissolved in MeOH (2 mL) and Pd(C) (40% weight, 10 mg) was added. The mixture was stirred for 90 minutes under H2 atmosphere (1 atm), and filtered through a celite pad (EtOH). The filtrate was concentrated to give the title compound. 1H-NMR (CDCl3, 200.15 MHz): δ 6.85–6.75 (m, 4H), 6.05 (dt, J=53.2, 4.8), 4.28 (dt, 2H, J=12.1, 1.6).

Workup

  1. filtrationfiltered through a celite pad (EtOH)
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-d8c8602782944f0ea25e1e313c58ae70
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

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