Sodium Chlorite → 8-(methoxycarbonyl)-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridine-5-carboxylic acid

HRID 402572Notes

Reaction equation

HRID 402572 reaction equation
[CH3:1][O:2][C:3]([C:5]1[N:6]=[CH:7][C:8]([CH:17]=[O:18])=[C:9]2[CH2:14][O:13][C:12]([CH3:16])([CH3:15])[O:11][C:10]=12)=[O:4].[O-:19]Cl=O.[Na+]>C(O)(C)(C)C.O>[CH3:1][O:2][C:3]([C:5]1[C:10]2[O:11][C:12]([CH3:16])([CH3:15])[O:13][CH2:14][C:9]=2[C:8]([C:17]([OH:19])=[O:18])=[CH:7][N:6]=1)=[O:4]

Participants

4

Reactant 2

HCID 23668197Sodium ChloriteHCID 58360280methyl 5-formyl-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridine-8-carboxylate

Product 1

HCID 583602838-(methoxycarbonyl)-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridine-5-carboxylic acid

Reagents, catalysts & solvents 1

HCID 714019492-Methylpropan-2-ol--water (1/1)Solvent

Procedure

8-(methoxycarbonyl)-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridine-5-carboxylic acid (23a) was synthesized from 5-Formyl-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridine-8-carboxylic acid methyl ester [J. Org. Chem. 1999, 64, 4537] 1 mmol and 1.5 mmol NaClO2 in t-butanol/water

Sources & evidence

ORD record
ord-47522eaec8d649ff8621104d2ebea304
Source dataset
uspto-grants-2014_06
Patent number
US08742123B2

Reaction notes

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