Lithium hydroxide, monohydrate → HCID 19902830, compound

HRID 2372215Notes

Reaction equation

HRID 2372215 reaction equation
[C:1]([C:4]1[N:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:5]=1[C:6]([O:8]CC)=[O:7])(=[O:3])[CH3:2].O.[OH-].[Li+]>>[C:1]([C:4]1[N:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:5]=1[C:6]([OH:8])=[O:7])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 19902839Ethyl 2-acetyl-6-chloronicotinate

Product 1

HCID 19902830HCID 19902830, compound

Procedure

Sodium bicarbonate (0.42 g, 5.0 mmol) is added to the above bromide (1.33 g, 4.55 mmol) in 13 ml of dry DMSO. The mixture is heated at 90° for 1.75 hours, then cooled, worked up and dried. The solvent is removed and the crude product is purified by prep. TLC to give ethyl 2-acetyl-6-chloronicotinate. Following the procedure of Example 11, the ethyl 2-acetyl-6-chloronicotinate is reacted with lithium hydroxide monohydrate to give 2-acetyl-6-chloronicotinic acid.

Sources & evidence

ORD record
ord-2e4f517483ab4db4a8915c6d3553bbcf
Source dataset
uspto-grants-1992_03
Patent number
US05098466

Reaction notes

Loading…