Hydrochloric Acid → HCID 68288627, compound

HRID 541235Notes

Reaction equation

HRID 541235 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH:11]([C:12]([O:14]C)=[O:13])[CH:10]2[C:16]([O:18]C)=[O:17])=[CH:5][CH:4]=1.[Li+].[OH-].Cl>C1COCC1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[CH:10]([C:16]([OH:18])=[O:17])[CH:11]2[C:12]([OH:14])=[O:13])=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 68289032HCID 68289032, compound

Product 1

HCID 68288627HCID 68288627, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
55 °C

Procedure

A mixture of dimethyl 3-(4-methoxyphenyl)cyclopropane-1,2-dicarboxylate (0.88 g, 3.33 mmol) and LiOH (2M in H2O, 10 mL) in THF (30 mL) was stirred at 55° C. overnight. After cooling to room temperature, the reaction mixture was poured into 1N HCl and extracted with EtOAc (3×). The combined organic extract was dried over MgSO4, filtered, and concentrated to give the title compound as a light yellow solid.

Workup

  1. temperatureAfter cooling to room temperature
  2. extractionextracted with EtOAc (3×)
  3. extractionThe combined organic extract
  4. dry with materialwas dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-96a17fd55c614e778d8ba2dbad2bda7a
Source dataset
uspto-grants-2014_10
Patent number
US08871790B2

Reaction notes

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