Acetic Acid → 2',4'-Dihydroxyacetophenone

HRID 868004Notes

Reaction equation

HRID 868004 reaction equation
[C:1]1([CH:8]=[CH:7][CH:6]=[C:4]([OH:5])[CH:3]=1)[OH:2].[C:9](O)(=[O:11])[CH3:10]>Br>[OH:2][C:1]1[CH:8]=[CH:7][C:6]([C:9](=[O:11])[CH3:10])=[C:4]([OH:5])[CH:3]=1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 5054Resorcinol

Product 1

HCID 69902',4'-Dihydroxyacetophenone

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Conditions

Temperature
80 °C

Procedure

In a procedure similar to Example 1, resorcinol (0.55 g, 5.0 mmol) was dissolved in 20% hydrogen bromide in glacial acetic acid (40 g, 99 mmol of HBr, made by bubbling hydrogen bromide gas through glacial acetic acid) and the mixture was heated to 80° C. for 5.5 hours. Isolation of the product as in Example 1 yielded the title product, with the same n.m.r. data as in Example 1.

Sources & evidence

ORD record
ord-a79c499de5494e8f841a7769933f8be5
Source dataset
uspto-grants-1988_10
Patent number
US04777298

Reaction notes

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