HCID 59792597, compound → 5,7-Dioxaspiro[2.5]oct-6-ylmethanol

HRID 1645508Notes

Reaction equation

HRID 1645508 reaction equation
C([O:8][CH2:9][CH:10]1[O:17][CH2:16][C:13]2([CH2:15][CH2:14]2)[CH2:12][O:11]1)C1C=CC=CC=1.[H][H]>[OH-].[Pd+2].[OH-].C(OCC)(=O)C>[CH2:14]1[C:13]2([CH2:16][O:17][CH:10]([CH2:9][OH:8])[O:11][CH2:12]2)[CH2:15]1

Participants

5

Reactant 2

HCID 59792597HCID 59792597, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 597925305,7-Dioxaspiro[2.5]oct-6-ylmethanolYield 98.7%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The 6-((benzyloxy)methyl)-5,7-dioxaspiro[2.5]octane (6.1 g, 26 mmol) obtained by the step (2a) was mixed with 20% palladium hydroxide (800 mg) and ethyl acetate (70 ml) and the mixture was stirred in a hydrogen atmosphere for 24 hours. The reaction vessel was purged with nitrogen and the catalyst was filtered off and then the solvent was distilled off to obtain the title compound (3.7 g, yield: 98.7%) as a colorless oil.

Workup

  1. customThe reaction vessel was purged with nitrogen
  2. filtrationthe catalyst was filtered off
  3. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-765893e11ba54da7b9642bb6cd24c2da
Source dataset
uspto-grants-2012_02
Patent number
US08124780B2

Reaction notes

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