Ethyl 2-(oxan-4-ylidene)acetate → Ethyl tetrahydropyran-4-ylacetate

HRID 1597428Notes

Reaction equation

HRID 1597428 reaction equation
[O:1]1[CH2:6][CH2:5][C:4](=[CH:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:3][CH2:2]1>CO.[Pd].[C]>[O:1]1[CH2:6][CH2:5][CH:4]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 11105795Ethyl 2-(oxan-4-ylidene)acetate

Product 1

HCID 2773412Ethyl tetrahydropyran-4-ylacetateYield 95.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A mixture of Example 219A (1 g) and 10% Pd/carbon (100 mg) in methanol(30 mL) was stiffed under hydrogen for 3.5 h, then filtered through a pad of celite and concentrated to give 0.97 g of the title compound.

Workup

  1. filtrationfiltered through a pad of celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-63d4980d7ded41cba3097ff75b5b9f93
Source dataset
uspto-grants-2001_09
Patent number
US06294573B1

Reaction notes

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