HCID 54017893, compound → HCID 20306750, compound

HRID 1764126Notes

Reaction equation

HRID 1764126 reaction equation
C([O:3][C:4](=[O:24])[CH:5]([O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH:19]=2)=[CH:14][CH:13]=1)[CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])C>C(O)C.[OH-].[Na+]>[C:18]1([C:15]2[CH:14]=[CH:13][C:12]([O:11][CH:5]([CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])[C:4]([OH:24])=[O:3])=[CH:17][CH:16]=2)[CH2:23][CH2:22][CH2:21][CH2:20][CH:19]=1

Participants

4

Reactant 1

HCID 54017893HCID 54017893, compound

Product 1

HCID 20306750HCID 20306750, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 7.7 g of α-[p-(1-cyclohexenyl)-phenoxy]-n-heptanoic acid ethyl ester in 100 ml of ethanol and 70 ml of 2N sodium hydroxide solution is left to stand overnight at room temperature. The bulk of the solvent is then removed in vacuo, the pH adjusted to 3 by adding concentrated by hydrochloric acid, and the residue extracted with ether. The ether phase is washed until neutral, dried over sodium sulphate and evaporated to dryness in vacuo. The residue is crystallised from petroleum ether to yield the α-[p-(1-cyclo-hexenyl)-phenoxy] -n-heptanoic acid of the formula ##STR4## which melts at 78-80° C.

Workup

  1. customThe bulk of the solvent is then removed in vacuo
  2. additionby adding
  3. concentrationconcentrated by hydrochloric acid
  4. extractionthe residue extracted with ether
  5. washThe ether phase is washed until neutral,
  6. dry with materialdried over sodium sulphate
  7. customevaporated to dryness in vacuo
  8. customThe residue is crystallised from petroleum ether

Sources & evidence

ORD record
ord-e429501b677f4b37a0b5cf26262af997
Source dataset
uspto-grants-1978_09
Patent number
US04115416

Reaction notes

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