1,3-Dioxane, 5,5-difluoro-2-[(phenylmethoxy)methyl]- → (5,5-Difluoro-1,3-dioxan-2-yl)methanol

HRID 1645616Notes

Reaction equation

HRID 1645616 reaction equation
C([O:8][CH2:9][CH:10]1[O:15][CH2:14][C:13]([F:17])([F:16])[CH2:12][O:11]1)C1C=CC=CC=1.[H][H]>[OH-].[Pd+2].[OH-].C(OCC)(=O)C>[F:16][C:13]1([F:17])[CH2:14][O:15][CH:10]([CH2:9][OH:8])[O:11][CH2:12]1

Participants

5

Reactant 2

HCID 597924871,3-Dioxane, 5,5-difluoro-2-[(phenylmethoxy)methyl]-HCID 178418361HCID 178418361, compound

Product 1

HCID 59792439(5,5-Difluoro-1,3-dioxan-2-yl)methanolYield 97.4%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 2-((benzyloxy)methyl)-5,5-difluoro-1,3-dioxane (930 mg, 3.81 mmol), 20% palladium hydroxide (353 mg), and ethyl acetate (30 ml) was stirred in a hydrogen atmosphere at room temperature for 4 hours and 25 minutes. The reaction mixture was filtrated and the filtrate was concentrated under reduced pressure to obtain the title compound (572 mg, 97.4%) as a colorless oil.

Workup

  1. filtrationThe reaction mixture was filtrated
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c8af0cfb6a8b4ea896266b9c0ecab86c
Source dataset
uspto-grants-2012_02
Patent number
US08124780B2

Reaction notes

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