Acetone → Flavanone

HRID 2291616Notes

Reaction equation

HRID 2291616 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[O:5][CH:4]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:3]=1C=O.CC(C)=[O:22]>>[O:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2](=[O:22])[CH2:3][CH:4]1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 180AcetoneHCID 13393783HCID 13393783, compound

Product 1

HCID 10251Flavanone

Procedure

Analogously, (-)-4H-2-carboxamido-4-phenyl-thieno[3,2-c][1]benzopyran, [α]43625 =-110° (c=0.5, acetone) is prepared starting from the pure enantiomeric 4-chloro-3-formyl-flav-3-ene which is obtained by chloroformylation of (-)-flavanone [(-) at 436 nm].

Sources & evidence

ORD record
ord-d91e9f028d9447d180b7a5715ead90ea
Source dataset
uspto-grants-1989_01
Patent number
US04797414

Reaction notes

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