2-[(Benzyloxy)methyl]-5,8-dioxaspiro[3.4]octane → 5,8-Dioxaspiro[3.4]octane-2-methanol

HRID 1966814Notes

Reaction equation

HRID 1966814 reaction equation
C([O:8][CH2:9][CH:10]1[CH2:13][C:12]2([O:17][CH2:16][CH2:15][O:14]2)[CH2:11]1)C1C=CC=CC=1>CO.[Pd]>[CH2:11]1[C:12]2([O:17][CH2:16][CH2:15][O:14]2)[CH2:13][CH:10]1[CH2:9][OH:8]

Participants

4

Reactant 1

HCID 120735822-[(Benzyloxy)methyl]-5,8-dioxaspiro[3.4]octane

Product 1

HCID 120735835,8-Dioxaspiro[3.4]octane-2-methanol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Palladium/carbon (10%) was added to a solution of 2-[(benzyloxy)methyl]-5,8-dioxaspiro[3.4]octane (22.0 gm, 94.0 mmol) (step c) in methanol and the mixture was stirred at room temperature under hydrogen balloon for about 4 hours. It was filtered through celite bed and residue was washed with methanol. The combined filtrate was concentrated under reduced pressure.

Workup

  1. filtrationIt was filtered through celite bed and residue
  2. washwas washed with methanol
  3. concentrationThe combined filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-7de2674c31184f9e89e447183164d3c9
Source dataset
uspto-grants-2013_04
Patent number
US08420666B2

Reaction notes

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