Hydrochloric Acid → HCID 17981886, compound
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C:17]([O:19]C)=[O:18])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[Li+].[OH-].Cl>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C:17]([OH:19])=[O:18])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of ester from step 3 and LiOH (2N, 3 eq) in MeOH (0.2M) was stirred at reflux for 2 h, cooled to rt and acidified to pH 3 with HCl 10%. The mixture was extracted with ether and the solvent evaporated. The residue was purified by stirring vigorously in hexane followed by filtration to give the title compound as a white solid.
Workup
- temperatureat reflux for 2 h
- extractionThe mixture was extracted with ether
- customthe solvent evaporated
- customThe residue was purified
- filtrationfollowed by filtration
Sources & evidence
- ORD record
- ord-e75e7dd783b04da28b2fdf7b5a972372
- Source dataset
- uspto-grants-2008_03
- Patent number
- US07348433B2
Reaction notes
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