Sodium Hydroxide → HCID 21554192, compound

HRID 267816Notes

Reaction equation

HRID 267816 reaction equation
[C:1]1([C:7]2[CH:12]=[CH:11][C:10]([CH2:13][C:14]([O:16]CC)=[O:15])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.[OH-].[Na+]>C(O)C>[C:1]1([C:7]2[CH:8]=[CH:9][C:10]([CH2:13][C:14]([OH:16])=[O:15])=[CH:11][CH:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 21554202HCID 21554202, compound

Product 1

HCID 21554192HCID 21554192, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2 g of ethyl p-(1-cyclohexenyl)-phenyl-acetate in 50 ml of ethanol is mixed with 15 ml of 2N NaOH and heated for 2 hours to 60° C. After the bulk of the ethanol has been distilled off in vacuo, the residue is mixed with 20 ml of water, acidified with 2N hydrochloric acid and extracted with ether. The ethereal extracts are dried over sodium sulphate, filtered and evaporated. The solid residue is recrystallized from petroleum ether and yields the p-(1-cyclohexenyl)-phenyl-acetic acid of the formula ##SPC25##

Workup

  1. temperatureheated for 2 hours to 60° C
  2. distillationAfter the bulk of the ethanol has been distilled off in vacuo
  3. additionthe residue is mixed with 20 ml of water
  4. extractionextracted with ether
  5. dry with materialThe ethereal extracts are dried over sodium sulphate
  6. filtrationfiltered
  7. customevaporated
  8. customThe solid residue is recrystallized from petroleum ether

Sources & evidence

ORD record
ord-d23f2d3bae26470287f6836e741fc669
Source dataset
uspto-grants-1976_03
Patent number
US03944589

Reaction notes

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