Ethyl 2,5-dimethoxy-2,5-dihydrofuran-3-carboxylate → Ethyl 2,5-dimethoxy-tetrahydrofuran-3-carboxylate

HRID 384663Notes

Reaction equation

HRID 384663 reaction equation
[CH3:1][O:2][CH:3]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][CH:5]([O:13][CH3:14])[O:4]1.[H][H]>CO.[Ni]>[CH3:1][O:2][CH:3]1[CH:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:6][CH:5]([O:13][CH3:14])[O:4]1

Participants

5

Reactant 2

HCID 59613511Ethyl 2,5-dimethoxy-2,5-dihydrofuran-3-carboxylateHCID 178418361HCID 178418361, compound

Product 1

HCID 19106911Ethyl 2,5-dimethoxy-tetrahydrofuran-3-carboxylateYield 91%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

Ethyl 2,5-dimethoxy-2,5-dihydrofuran-3-carboxylate (615 mg, 3.044 mmol) was dissolved in methanol (10 mL) and treated with hydrogen (10 bar) over Raney nickel at 40° C. for 2 h. The reaction mixture was evaporated to dryness to give ethyl 2,5-dimethoxy-tetrahydrofuran-3-carboxylate (564 mg, 91%) which was used directly in the next step.

Workup

  1. customThe reaction mixture was evaporated to dryness

Sources & evidence

ORD record
ord-bce8627c4f0d4df492a37acfdf79864c
Source dataset
uspto-grants-2013_02
Patent number
US08367658B2

Reaction notes

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