Hydrochloric Acid → HCID 10241787, compound

HRID 451645Notes

Reaction equation

HRID 451645 reaction equation
C([O:3][C:4]([CH:6]1[CH:12]2[CH:7]1[CH:8]([CH3:16])[CH2:9][CH2:10][CH:11]2[CH:13]([CH3:15])[CH3:14])=[O:5])C.Cl>[OH-].[Na+]>[CH:13]([C@@H:11]1[CH2:10][CH2:9][C@@H:8]([CH3:16])[CH:7]2[CH:12]1[CH:6]2[C:4]([OH:5])=[O:3])([CH3:14])[CH3:15]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68464942HCID 68464942, compound

Product 1

HCID 10241787HCID 10241787, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

1.9 g of 2-isopropyl-5-methyl-bicyclo[4.1.0]heptane-7-carboxylic acid ethyl ester (66%) from synthesis example 1a are boiled under reflux for 3 hours with 20 ml of 10% sodium hydroxide solution. 25 ml of 10% hydrochloric acid are added and the mixture is extracted twice with 50 ml of diethyl ether. The organic phases are dried with sodium sulfate and the solvent is distilled off under vacuum. 1.37 g of a crude product containing 69% of the 2-isopropyl-5-methyl-bicyclo[4.1.0]heptane-7-carboxylic acid isomers are obtained.

Workup

  1. extractionthe mixture is extracted twice with 50 ml of diethyl ether
  2. dry with materialThe organic phases are dried with sodium sulfate
  3. distillationthe solvent is distilled off under vacuum
  4. addition1.37 g of a crude product containing 69% of the 2-isopropyl-5-methyl-bicyclo[4.1.0]heptane-7-carboxylic acid isomers
  5. customare obtained

Sources & evidence

ORD record
ord-cd647a7641e3438bbe16dab4140d9cf3
Source dataset
uspto-grants-2013_07
Patent number
US08487133B2

Reaction notes

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