Ammonium Hydroxide → 4-[2-(4-Hydroxyphenyl)ethoxy]benzaldehyde

HRID 1595514Notes

Reaction equation

HRID 1595514 reaction equation
[OH-].[NH4+].C([O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][O:15][C:16]2[CH:21]=[CH:20][C:19]([CH:22]=[O:23])=[CH:18][CH:17]=2)=[CH:9][CH:8]=1)(=O)C>CO>[OH:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][O:15][C:16]2[CH:17]=[CH:18][C:19]([CH:22]=[O:23])=[CH:20][CH:21]=2)=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 217049564-[2-(4-Formylphenoxy)ethyl]phenyl acetate

Product 1

HCID 217050114-[2-(4-Hydroxyphenyl)ethoxy]benzaldehydeYield 94.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ammonium hydroxide was added to a solution of 2.0 g (7 mmole) 4-[2-(4-formylphenoxy)ethyl]phenyl acetate in methanol. When the starting material was consumed the solvent was evaporated in vacuo. 0.5 M hydrochloric acid was added and the product was extracted with diethyl ether and dichloromethane, dried, filtered and evaporated to give 1.6 g (yield 93%) of 4-[2-(4-hydroxyphenyl)ethoxy]benzaldehyde

Workup

  1. customWhen the starting material was consumed the solvent
  2. customwas evaporated in vacuo
  3. addition0.5 M hydrochloric acid was added
  4. extractionthe product was extracted with diethyl ether and dichloromethane
  5. customdried
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-b02891a67bec4b60bdbd7409b6d05336
Source dataset
uspto-grants-2001_09
Patent number
US06288096B1

Reaction notes

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