Methanol → HCID 86737701, compound

HRID 444182Notes

Reaction equation

HRID 444182 reaction equation
C[C:2]1[CH:11]=[CH:10][C:5]([C:6](=[O:9])[CH2:7]Br)=[CH:4][CH:3]=1.O.O.[N+:14]([C:17]1[CH:22]=[CH:21][C:20]([O-:23])=[CH:19][CH:18]=1)([O-:16])=[O:15].[Na+].[OH-].[K+].[CH3:27]O>>[CH3:27][C:17]1([N+:14]([O-:16])=[O:15])[CH:22]=[CH:21][C:20]([O:23][CH2:7][C:6]([C:5]2[CH:4]=[CH:3][CH:2]=[CH:11][CH:10]=2)=[O:9])=[CH:19][CH2:18]1

Participants

5

Reactant 4

HCID 887MethanolHCID 14797Potassium HydroxideHCID 692722-Bromo-4'-methylacetophenoneHCID 27351044-NITROPHENOL SODIUM SALT DIHYDRATE

Product 1

HCID 86737701HCID 86737701, compoundYield 62.3%

Procedure

4-Methylphenacyl bromide (XVI: X=Br) (63 g, 0.296 mole), 4-nitrophenol (XI) (42.4 g, 0.305 mole) and potassium hydroxide (22.5 g, 0.4 mole) were added to methanol (300 ml), and the mixture was heated under reflux for 4 hours. Thereafter, the reaction mixture was treated in the same manner as in Example 29 to obtain 50.0 g of 4-methyl-α-(4-nitrophenoxy)acetophenone (XII) (yield, 62.3%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 4 hours
  3. additionThereafter, the reaction mixture was treated in the same manner as in Example 29

Sources & evidence

ORD record
ord-586e7695ced549b58b164a5d43582fe0
Source dataset
uspto-grants-1981_04
Patent number
US04263219

Reaction notes

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