Hydrochloric Acid → isobutyl (S)-2-(6-methoxy-2-naphthyl)propionate
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C@H:13]([CH3:17])[C:14]([OH:16])=[O:15])[CH:7]=[CH:6]2.Cl>C(O)C(C)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C@H:13]([CH3:17])[C:14]([O:16][CH2:4][CH:5]([CH3:10])[CH3:6])=[O:15])[CH:7]=[CH:6]2Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 300 mg of (S)-2-(6-methoxy-2-naphthyl)propionic acid in 5 ml of isobutyl alcohol is saturated with hydrogen chloride. After 24 hours, the excess alcohol is distilled off in vacuo and the residue is purified by chromatography using an alumina substrate to yield isobutyl (S)-2-(6-methoxy-2-naphthyl)propionate.
Workup
- distillationthe excess alcohol is distilled off in vacuo
- customthe residue is purified by chromatography
Sources & evidence
- ORD record
- ord-8b2fe1a99b9b4f7d9bf65ad29d804e7a
- Source dataset
- uspto-grants-1988_02
- Patent number
- US04723033
Reaction notes
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