HCID 13631154, compound → 2-(1,1,2,2-tetrafluoroethoxy)phenol

HRID 1380216Notes

Reaction equation

HRID 1380216 reaction equation
C1(C[O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][C:16]([F:21])([F:20])[CH:17]([F:19])[F:18])C=CC=CC=1.[H][H]>CO.[Pd]>[F:20][C:16]([F:21])([O:15][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[OH:8])[CH:17]([F:18])[F:19]

Participants

5

Reactant 2

HCID 13631154HCID 13631154, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 27786282-(1,1,2,2-tetrafluoroethoxy)phenol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 58.6 g of 1-(phenylmethoxy)-2-(1,1,2,2-tetrafluoroethoxy)benzene in 200 ml methanol was blanketed with nitrogen and 1.0 g of 10% palladium on charcoal added. The mixture was hydrogenated at 50 psi hydrogen for 3 hours. The reaction mixture was filtered to remove catalyst and the filtrate concentrated under reduced pressure to give an oil, which darkened on standing. The oil was distilled, bp 25°-32° (0.2 mm), to give the phenol as a colorless oil, which solidified on standing. The infrared spectrum showed OH absorption at 3570 cm-1.

Workup

  1. additionadded
  2. filtrationThe reaction mixture was filtered
  3. customto remove catalyst
  4. concentrationthe filtrate concentrated under reduced pressure
  5. customto give an oil, which
  6. distillationThe oil was distilled

Sources & evidence

ORD record
ord-ded087f887ce4659bb9dcd6bf58c05cd
Source dataset
uspto-grants-1986_04
Patent number
US04581059

Reaction notes

Loading…