2'-Hydroxyacetophenone → Benzo[b]pyran

HRID 1722035Notes

Reaction equation

HRID 1722035 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10])(=O)[CH3:2].[C:11](C1C=CC=CC=1S)(=O)C>C(OC(=O)C)C>[O:10]1[CH:11]=[CH:2][CH:1]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]12

Participants

4

Reactant 2

HCID 83752'-HydroxyacetophenoneHCID 110948191-(2-Sulfanylphenyl)ethan-1-one

Product 1

HCID 18378161Benzo[b]pyran

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Alternatively, such a 2-acetylphenol or 2-acetylthiophenol is condensed with ethylacetate and cyclized with dehydration to form a benzo[b]pyran which is then condensed with a Grignard reagent, e.g., ##STR10##

Sources & evidence

ORD record
ord-50f26ae5abf74137838550788fe6270f
Source dataset
uspto-grants-1989_08
Patent number
US04853410

Reaction notes

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