Potassium Carbonate → HCID 13305202, compound

HRID 1903074Notes

Reaction equation

HRID 1903074 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6](=[O:13])[O:7]2.[CH2:14]([CH:16]1[O:18][CH2:17]1)Br.C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[CH3:1][C:2]1[CH:11]=[CH:10][C:9]([O:12][CH2:14][CH:16]2[O:18][CH2:17]2)=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6](=[O:13])[O:7]2

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 18430EpibromohydrinHCID 30807845-Methyl-8-hydroxycoumarin

Product 1

HCID 13305202HCID 13305202, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

5-Methyl-8-hydroxycumarin (synthesized from isovanilin in 4 steps) is allowed to react with epibromohydrin in methyl ethyl ketone in the presence of potassium carbonate to give 5-methyl-8-(2,3-epoxypropoxy)-cumarin [cf. Chem. Phar. Bull. 20,205 (1972)].

Sources & evidence

ORD record
ord-e155ae9a0aaf4705bf9f595437cc08f1
Source dataset
uspto-grants-1984_03
Patent number
US04435397

Reaction notes

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