2,3-Epoxy-2-methyl-1,4-naphthoquinone → Menadione

HRID 1761943Notes

Reaction equation

HRID 1761943 reaction equation
O1[CH:11]2[C:2]1([CH3:14])[C:3](=[O:13])[C:4]1[C:9]([C:10]2=[O:12])=[CH:8][CH:7]=[CH:6][CH:5]=1>C(O)C>[CH3:14][C:2]1[C:3](=[O:13])[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[C:10](=[O:12])[CH:11]=1

Participants

3

Reactant 1

HCID 858452,3-Epoxy-2-methyl-1,4-naphthoquinone

Product 1

HCID 4055Menadione

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

According to Flowchart V, 2,3-epoxy-2-methyl-1,4-naphthoquinone 11 is reacted with an amine 2, where R2, R3, R4 and R5 are as described above, in absolute ethanol with heat for several hours, producing the 3-methyl-1,4-naphthalenedione derivatives 12.

Workup

  1. temperaturewith heat for several hours

Sources & evidence

ORD record
ord-110e8847ed57466e940996af7eb8f823
Source dataset
uspto-grants-1989_05
Patent number
US04829089

Reaction notes

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