Sodium Hydroxide → HCID 21554220, compound

HRID 267813Notes

Reaction equation

HRID 267813 reaction equation
C[O:2][C:3](=[O:19])[C:4]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]=2)=[CH:9][CH:8]=1)([CH3:6])[CH3:5].[OH-].[Na+]>C(O)C>[C:13]1([C:10]2[CH:9]=[CH:8][C:7]([C:4]([CH3:6])([CH3:5])[C:3]([OH:19])=[O:2])=[CH:12][CH:11]=2)[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54482115HCID 54482115, compound

Product 1

HCID 21554220HCID 21554220, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 11 g of α-[p-(1-cyclohexenyl)-phenyl]-isobutyric acid methyl ester in 100 ml of ethanol is mixed with 20 ml of 10N sodium hydroxide solution and heated for 2 hours to 60°-70° C. This batch is evaporated in vacuo, the residue dissolved in water, washed with ether and the aqueous phase rendered alkaline with 2N hydrochloric acid. Extraction with ether is effected, the ethereal extractes are washed with water, dried over sodium sulphate and evaporated. The solid residue, after recrystallization from ligroin, yields the α-[p-(1-cyclohexenyl)-phenyl]-isobutyric acid of the formula ##SPC19##

Workup

  1. temperatureheated for 2 hours to 60°-70° C
  2. customThis batch is evaporated in vacuo
  3. dissolutionthe residue dissolved in water
  4. washwashed with ether
  5. extractionExtraction with ether
  6. washthe ethereal extractes are washed with water
  7. dry with materialdried over sodium sulphate
  8. customevaporated
  9. customThe solid residue, after recrystallization from ligroin

Sources & evidence

ORD record
ord-0a1742f811d341119290ea0531560aa0
Source dataset
uspto-grants-1976_03
Patent number
US03944589

Reaction notes

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