Sodium Hydroxide → HCID 20306751, compound

HRID 1764136Notes

Reaction equation

HRID 1764136 reaction equation
C([O:3][C:4](=[O:26])[CH:5]([O:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH:21]=2)=[CH:16][CH:15]=1)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])C.[OH-].[Na+]>C(O)C>[C:20]1([C:17]2[CH:16]=[CH:15][C:14]([O:13][CH:5]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[C:4]([OH:26])=[O:3])=[CH:19][CH:18]=2)[CH2:25][CH2:24][CH2:23][CH2:22][CH:21]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 53857873HCID 53857873, compound

Product 1

HCID 20306751HCID 20306751, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To 38 g of α-[p-(1-cyclohexenyl)-phenoxy]-nonanoic acid ethyl ester in 150 ml of ethanol are added 150 ml of 2N sodium hydroxide solution and the mixture is stirred at room temperature for 2 hours. The ethanol is stripped off in vacuo and the residue partitioned between 2N hydrochloric acid and ether. The organic phase is washed until neutral, dried over sodium sulphate and evaporated to dryness. Distilation of the residue at 0.04 mm yields in the fraction boiling at 173°-176° C the α-[p-(1-cyclohexenyl)-phenoxy]-nonanoic acid of the formula ##STR16## (m.p. 61°-63° C).

Workup

  1. customthe residue partitioned between 2N hydrochloric acid and ether
  2. washThe organic phase is washed until neutral,
  3. dry with materialdried over sodium sulphate
  4. customevaporated to dryness
  5. customDistilation of the residue at 0.04 mm

Sources & evidence

ORD record
ord-57c3db2ed6434949bd64f402bea74d3d
Source dataset
uspto-grants-1978_09
Patent number
US04115416

Reaction notes

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