Methanol → 1-Ethoxycarbonylcyclopropanecarboxylic acid

HRID 60387Notes

Reaction equation

HRID 60387 reaction equation
[CH:1]12[CH2:6][CH:5]1[C:4](=[O:7])[O:3][C:2]2=[O:8].[CH3:9][OH:10]>C(N(CC)CC)C>[CH3:9][O:10][C:4]([CH:5]1[CH2:6][CH:1]1[C:2]([OH:8])=[O:3])=[O:7]

Participants

4

Reactant 2

HCID 887MethanolHCID 27347213-Oxabicyclo(3.1.0)hexane-2,4-dione

Product 1

HCID 125109711-Ethoxycarbonylcyclopropanecarboxylic acid

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

3-Oxabicyclo[3.1.0]hexane-2,4-dione (766 mg) was added to methanol (10 mL) at 0° C. After addition of triethylamine (0.953 mL), the mixture was stirred at room temperature for 1 hr. The solvent was evaporated. The residue was dissolved in ethyl acetate, washed with 1 N hydrochloric acid and brine, dried over magnesium sulfate and concentrated in vacuo to give the title compound (460 mg) as a colorless oil.

Workup

  1. customThe solvent was evaporated
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with 1 N hydrochloric acid and brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a3e5c7eb696e4fc0968e6d425f4b2518
Source dataset
uspto-grants-2016_09
Patent number
US09440987B2

Reaction notes

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