Potassium Hydroxide → HCID 86748135, compound

HRID 2226178Notes

Reaction equation

HRID 2226178 reaction equation
C([C:3]1[C:4]([C:26]#[CH:27])=[C:5]([CH:9]=[CH:10][C:11]=1[C:12]1[CH:21]=[C:20]2[C:15]([C:16]([CH3:25])([CH3:24])[CH2:17][C:18]([CH3:23])([CH3:22])[O:19]2)=[CH:14][CH:13]=1)[C:6]([O-:8])=[O:7])C.[OH-].[K+]>>[CH3:22][C:18]1([CH3:23])[CH2:17][C:16]([CH3:24])([CH3:25])[C:15]2[C:20](=[CH:21][C:12]([C:11]3[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([C:26]#[CH:27])[CH:3]=3)=[CH:13][CH:14]=2)[O:19]1

Participants

3

Reactant 2

HCID 14797Potassium HydroxideHCID 86748136HCID 86748136, compound

Product 1

HCID 86748135HCID 86748135, compound

Procedure

To 207.2 mg (0.572 mmol) of ethyl-4-(2,2,4,4-tetramethyl-7-chromanyl) ethynyl-benzoate (Compound 4) was added 5 ml of ethanolic KOH solution. The reaction mixture was stirred at room temperature for 48 hours and the solvent was then removed in vacuo. The residue was taken up with water and ether and the layers were separated. The aqueous layer was acidified to Ph~2 with 1N HCl and extracted with ether. The ether layer was then washed with water and saturated sodium chloride and then dried (MgSO4). The solvent was removed in vacuo to give the title compound as a pale yellow solid.

Workup

  1. customthe solvent was then removed in vacuo
  2. customthe layers were separated
  3. extractionextracted with ether
  4. washThe ether layer was then washed with water and saturated sodium chloride
  5. dry with materialdried (MgSO4)
  6. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-26c7b4723c444003b443e1fd7bccf75c
Source dataset
uspto-grants-1994_09
Patent number
US05346915

Reaction notes

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