Methyl 10-methylacridinium-9-carboxylate trifluoromethanesulfonate → Methyl 10-methylacridan-9-carboxylate

HRID 68205Notes

Reaction equation

HRID 68205 reaction equation
FC(F)(F)S([O-])(=O)=O.[CH3:9][N+:10]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:17]([C:24]([O:26][CH3:27])=[O:25])=[C:16]2[C:11]=1[CH:12]=[CH:13][CH:14]=[CH:15]2>CO>[CH3:9][N:10]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]([C:24]([O:26][CH3:27])=[O:25])[C:16]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]1=2

Participants

3

Reactant 1

HCID 86648905Methyl 10-methylacridinium-9-carboxylate trifluoromethanesulfonate

Product 1

HCID 12813956Methyl 10-methylacridan-9-carboxylate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of methyl 10-methylacridinium-9-carboxylate trifluoromethanesulfonate (75), 4.25 parts, in methanol is reduced as described in Example I to give 3.2 parts of methyl 10-methylacridan-9-carboxylate and the isolated product has the following structure confirmed by NMR.

Sources & evidence

ORD record
ord-e520dbfed13343b78f1b05d43e37b7af
Source dataset
uspto-grants-2014_09
Patent number
US08822233B2

Reaction notes

Loading…