Ammonium Hydroxide → HCID 19818919, compound

HRID 1195198Notes

Reaction equation

HRID 1195198 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[C:19]([CH3:24])[CH:18]=2)([CH3:16])[CH2:9][CH2:10][C:11](OCC)=[O:12])=[CH:4][C:3]=1[CH3:25].[OH-].[NH4+:27]>O>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[C:19]([CH3:24])[CH:18]=2)([CH3:16])[CH2:9][CH2:10][C:11]([NH2:27])=[O:12])=[CH:4][C:3]=1[CH3:25]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 19818918HCID 19818918, compound

Product 1

HCID 19818919HCID 19818919, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of ethyl 4,4-bis(4-hydroxy-3-methylphenyl)pentanoate (69.00 grams, 0.201 mole) and 29% aqueous ammonium hydroxide (1500 milliliters) was stirred at room temperature for 144 hours. The resulting slightly cloudy, emerald green solution was diluted with water and extracted with ethyl acetate (4×500 milliliters). The combined organic fractions were washed with water, saturated sodium bicarbonate solution and saturated sodium chloride solution. After drying over magnesium sulfate, the solvent was removed in vacuo leaving the amide, 4,4-bis(4-hydroxy-3-methylphenyl)pentanamide, as a tan powder (45.1 grams, 72% yield).

Workup

  1. extractionextracted with ethyl acetate (4×500 milliliters)
  2. washThe combined organic fractions were washed with water, saturated sodium bicarbonate solution and saturated sodium chloride solution
  3. dry with materialAfter drying over magnesium sulfate
  4. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-ccc2af54dfda42039946016adbec72d9
Source dataset
uspto-grants-1992_05
Patent number
US05110897

Reaction notes

Loading…