Hydrochloric Acid → (1R,2R)-2-(ethoxycarbonyl)cyclopropane-1-carboxylic acid

HRID 1469641Notes

Reaction equation

HRID 1469641 reaction equation
[C@@H:1]1([C:9]([O:11]CC)=[O:10])[CH2:3][C@H:2]1[C:4]([O:6][CH2:7][CH3:8])=[O:5].[OH-].[Na+].Cl>C(O)C>[CH2:7]([O:6][C:4]([C@@H:2]1[CH2:3][C@H:1]1[C:9]([OH:11])=[O:10])=[O:5])[CH3:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 117153031,2-Diethyl (1R,2R)-1,2-cyclopropanedicarboxylate

Product 1

HCID 11535603(1R,2R)-2-(ethoxycarbonyl)cyclopropane-1-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of diethyl trans-1,2-cyclopropanedicarboxylate (110 mg, 0.59 mmol) in ethanol (3 mL) is added aqueous 1M NaOH (0.65 mL, 0.65 mmol) and the mixture is stirred at room temperature for 48 hours. To this mixture is added 0.65 mL of aqueous 1M HCl and the solvent is removed under reduced pressure to afford the title compound.

Workup

  1. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-623d026d73f14f30a6366d5d8b07b821
Source dataset
uspto-grants-2015_04
Patent number
US09006249B2

Reaction notes

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