Dimethyl Sulfide → 1-Benzoyl-2,3-diphenylcyclopropane

HRID 1941475Notes

Reaction equation

[C:1]1([CH:7]=[CH:8][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CSC>>[C:9]([CH:8]1[CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:7]1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)(=[O:10])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

Reactant 2

HCID 1068Dimethyl Sulfide

HCID 7189Cinnamoylbenzene

Product 1

HCID 109574931-Benzoyl-2,3-diphenylcyclopropane

Procedure

The same method was applied for the cyclopropanation of chalcone using a stoichiometric amount of dimethyl sulphide (36.5 μl; 0.5 mmol). Column chromatography over silica afforded the title compound as a 5:1 mixture of trans; cis cyclopropanes as a yellowy solid (54 mg; 36.2%.

Sources & evidence

ORD record: ord-9e8016f61a0e4985a3fb7f2c971d9d9a
Source dataset: uspto-grants-1997_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05703246

Reaction notes

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