Potassium Hydroxide → HCID 20279048, compound

HRID 1248193Notes

Reaction equation

HRID 1248193 reaction equation
[CH2:1]([C:5]([CH2:16][CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)([C:11]([O:13]CC)=[O:12])[C:6]([O:8]CC)=[O:7])[CH2:2][CH2:3][CH3:4].[OH-].[K+]>O.CO>[CH2:1]([C:5]([CH2:16][CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)([C:11]([OH:13])=[O:12])[C:6]([OH:8])=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 20279073HCID 20279073, compound

Product 1

HCID 20279048HCID 20279048, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of diethyl 2-n-butyl-2-(cyclohexylmethyl)malonate (1.8 g) and potassium hydroxide (10 g) in water (10 ml) and methanol (10 ml) were heated under reflux for 4 hours. The methanol was evaporated under reduced pressure and the residue treated with water (50 ml), cooled to 0° C., and acidified with concentrated hydrochloric acid. The product was extracted with ethyl acetate and the extracts washed with brine, dried (MgSO4) and evaporated to give 2-n-butyl-2-(cyclohexylmethyl)malonic acid. Without further purification the acid was heated to about 160° until the evolution of carbon dioxide ceased, and cooled to give 2-(cyclohexylmethyl)hexanoic acid.

Workup

  1. temperaturewere heated
  2. temperatureunder reflux for 4 hours
  3. customThe methanol was evaporated under reduced pressure
  4. additionthe residue treated with water (50 ml)
  5. extractionThe product was extracted with ethyl acetate
  6. washthe extracts washed with brine
  7. dry with materialdried (MgSO4)
  8. customevaporated

Sources & evidence

ORD record
ord-c6a1997e27b145ceae233f77a97c5dbc
Source dataset
uspto-grants-1985_06
Patent number
US04522948

Reaction notes

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