Ammonium Hydroxide → HCID 54080005, compound

HRID 1196426Notes

Reaction equation

HRID 1196426 reaction equation
[CH3:1][CH:2]([O:6][CH2:7][CH2:8][CH2:9][O:10][C:11]([C:13]1[C:14]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[CH:15][CH:16]=[C:17]([O:19]C(=O)C)[CH:18]=1)=[O:12])[CH2:3][CH2:4][CH3:5].[NH4+].[OH-]>CO>[CH3:1][CH:2]([O:6][CH2:7][CH2:8][CH2:9][O:10][C:11]([C:13]1[C:14]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)=[CH:15][CH:16]=[C:17]([OH:19])[CH:18]=1)=[O:12])[CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 53942402HCID 53942402, compound

Product 1

HCID 54080005HCID 54080005, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

After the p-acetyloxybiphenylcarboxylic acid (2-pentyloxy)propyl ester was diluted with 50 ml of methanol, a mixture of methanol: NH4OH (28%)=1:1 was added under stirring to carry out hydrolysis. Then, the reaction mixture was extracted with anhydrous sodium sulfate (×3), the ether layer was washed with 50 ml of water (×3) and dried over anhydrous sodium sulfate, followed by evaporation of the solvent to obtain an oily product. The product was purified by silica gel chromatography to obtain 2.6 g of p-hydroxybiphenylcarboxylic acid (2-pentyloxy)propyl ester.

Workup

  1. customhydrolysis
  2. extractionThen, the reaction mixture was extracted with anhydrous sodium sulfate (×3)
  3. washthe ether layer was washed with 50 ml of water (×3)
  4. dry with materialdried over anhydrous sodium sulfate
  5. customfollowed by evaporation of the solvent
  6. customto obtain an oily product
  7. customThe product was purified by silica gel chromatography

Sources & evidence

ORD record
ord-76a2bc5dc4c24c50bf1f6ab9f085416c
Source dataset
uspto-grants-1992_05
Patent number
US05114613

Reaction notes

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