Lithium hydroxide, monohydrate → HCID 19902830, compound
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
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-a50e3c886d994c2baef9c9a4dfa204a9
- Source dataset
- uspto-grants-1992_03
- Patent number
- US05098462
Reaction notes
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