Sodium Hydroxide → HCID 14075363, compound

HRID 2107914Notes

Reaction equation

HRID 2107914 reaction equation
[CH3:1][N:2]1[C:12]([CH3:13])=[C:11]([C:14]2[CH:19]=[CH:18][C:17]([Br:20])=[CH:16][CH:15]=2)[C:10](=[O:21])[C:4]([C:5]([O:7]CC)=[O:6])=[C:3]1[CH3:22].[OH-].[Na+]>CO.O>[CH3:1][N:2]1[C:12]([CH3:13])=[C:11]([C:14]2[CH:19]=[CH:18][C:17]([Br:20])=[CH:16][CH:15]=2)[C:10](=[O:21])[C:4]([C:5]([OH:7])=[O:6])=[C:3]1[CH3:22]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22159883HCID 22159883, compound

Product 1

HCID 14075363HCID 14075363, compound

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

2.7 g. of crude ethyl 1,2,6-trimethyl-5-(4'-bromophenyl)-4-oxonicotinate was suspended in 27 g. of 5% NaOH in 1:1 methanol/water. The reaction mixture was refluxed for 21/2 hours, cooled and acidified. Filtration of the resulting solid provided 2.2 g of 1,2,6-trimethyl-5-(4-bromophenyl)-4-oxonicotinic acid. m.p. =228°-230° C. (decomposition).

Workup

  1. temperatureThe reaction mixture was refluxed for 21/2 hours
  2. temperaturecooled
  3. filtrationFiltration of the resulting solid

Sources & evidence

ORD record
ord-0e7ab73c89bf43f08e53b7aae3344cad
Source dataset
uspto-grants-1990_06
Patent number
US04936904

Reaction notes

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