4-[1,1,1,3,3,3-Hexafluoro-2-(methoxymethyl)oxypropan-2-yl]-2-propylphenyl benzyl ether → 4-(1,1,1,3,3,3-Hexafluoro-2-(methoxymethoxy)propan-2-yl)-2-propylphenol

HRID 1919753Notes

Reaction equation

HRID 1919753 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([O:24][CH2:25][O:26][CH3:27])([C:20]([F:23])([F:22])[F:21])[C:16]([F:19])([F:18])[F:17])=[CH:11][C:10]=1[CH2:28][CH2:29][CH3:30])C1C=CC=CC=1>[C].[Pd].CO>[F:17][C:16]([F:18])([F:19])[C:15]([C:12]1[CH:13]=[CH:14][C:9]([OH:8])=[C:10]([CH2:28][CH2:29][CH3:30])[CH:11]=1)([O:24][CH2:25][O:26][CH3:27])[C:20]([F:21])([F:23])[F:22]

Participants

4

Reactant 1

HCID 592011484-[1,1,1,3,3,3-Hexafluoro-2-(methoxymethyl)oxypropan-2-yl]-2-propylphenyl benzyl ether

Product 1

HCID 592010374-(1,1,1,3,3,3-Hexafluoro-2-(methoxymethoxy)propan-2-yl)-2-propylphenolYield 104.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A 10% palladium carbon catalyst (30 mg) was added to a mixed solution of 4-[1,1,1,3,3,3-hexafluoro-2-(methoxymethyl)oxypropan-2-yl]-2-propylphenyl benzyl ether (264.9 mg, 0.61 mmol) in methanol (10 mL), followed by hydrogenation overnight. The catalyst was separated from the reaction solution by filtration, followed by concentration under reduced pressure to obtain 221.1 mg of the title compound (yield: 100%) as a pale yellow oil.

Workup

  1. customThe catalyst was separated from the reaction solution by filtration
  2. concentrationfollowed by concentration under reduced pressure

Sources & evidence

ORD record
ord-fa4bdb4d15b34aa0813217f1dea8373d
Source dataset
uspto-grants-2012_05
Patent number
US08168666B2

Reaction notes

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