2,2-Dimethyl-4-((phenylmethoxy)methyl)-1,3-dioxolane → Solketal

HRID 1955349Notes

Reaction equation

HRID 1955349 reaction equation
C([O:8][CH2:9][CH:10]1[CH2:14][O:13][C:12]([CH3:16])([CH3:15])[O:11]1)C1C=CC=CC=1>C(O)C.[C].[Pd]>[CH3:15][C:12]1([CH3:16])[O:11][CH:10]([CH2:9][OH:8])[CH2:14][O:13]1

Participants

4

Reactant 1

HCID 857952,2-Dimethyl-4-((phenylmethoxy)methyl)-1,3-dioxolane

Product 1

HCID 7528SolketalYield 87%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalyst2×HCID 702EthanolSolvent

Conditions

Temperature
25 °C

Procedure

10% Palladium-carbon (1.68 g) was added to 4-benzyloxymethyl-2,2-dimethyl-1,3-dioxolane (5.949 g, 26.76 mmol) in ethanol (150 ml) and the mixture was stirred for 3 hours at 25° C. under an atmosphere of hydrogen. After the reaction was over, palladium-carbon was filtered off and the solution was condensed in vacuo. The crude product was distilled to give 3.07 g of 2,2-dimethyl-1,3-dioxolane-4-methanol (yield 87%, b.p. 72° C. at 8 mmHg).

Workup

  1. filtrationwas filtered off
  2. customcondensed in vacuo
  3. distillationThe crude product was distilled

Sources & evidence

ORD record
ord-193d796509f544c8ba072567f56ceb3e
Source dataset
uspto-grants-2000_09
Patent number
US06124479

Reaction notes

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