Sodium Hydroxide → 123158-30-5

HRID 326632Notes

Reaction equation

HRID 326632 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8]([C:13]([O:15]C)=[O:14])=[CH:7][C:6]2=[O:17].[OH-].[Na+]>>[F:19][C:2]([F:1])([F:18])[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8]([C:13]([OH:15])=[O:14])=[CH:7][C:6]2=[O:17]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 2741057Methyl 4-hydroxy-6-(trifluoromethyl)quinoline-2-carboxylate

Product 1

HCID 14842744123158-30-5Yield 44.3%

Procedure

Treatment of methyl 6-trifluromethyl-4-oxo-1,4-dihydroquinoline-2-carboxylate (0.5 g. Example 19a) with sodium hydroxide (0.295 g), as described in Example 1c, gave 6-trifluoromethyl-4-oxo-1,4-dihydroquinoline-2-carboxylic acid (0.21 g), m.p. 287°-289° C., δ (360 MHz, DMSO-d6) 6.72 (1H, s, 3-H), 8.01 (1H, dd, 7-H), 8.14 (1H, d, 8-H), 8.33 (1H, s, 5-H). (Found: C, 49.11; H. 2.79; N, 5.12%; C11H6NO3. 0.75H2O requires C, 48.81; H, 2.79; N, 5.17%).

Sources & evidence

ORD record
ord-08b30e2661e44e0199667f5ecab42648
Source dataset
uspto-grants-1993_12
Patent number
US05270309

Reaction notes

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