Acetyl chloride → 4-Carbomethoxy-2-methylbutanoic acid

2-Methylglutaric acid (14.6 g.) and acetyl chloride (26 ml.) are heated in the steam bath for one hour. The mixture is concentrated to dryness in vacuo and the residue is evaporated twice from toluene. The residue is dissolved in methanol (4.7 ml.) and heated on the steam bath for one hour and concentrated to dryness. The residue is dissolved in a mixture of ether (17 ml.), dicyclohexylamine (16.7 ml.) and hexane (83 ml.). The crystalline salt is filtered off and the filtrate is concentrate to one third volume and chilled. The crystals are filtered and dried to yield 11.3 g. of 4-methoxycarbonyl-2-methyl butanoic acid dicyclohexylamine salt, m.p. 97°-99°. The salt is converted to the free acid by distribution between ethyl acetate and aqueous acid.

1. concentrationThe mixture is concentrated to dryness in vacuo
2. customthe residue is evaporated twice from toluene
3. dissolutionThe residue is dissolved in methanol (4.7 ml.)
4. temperatureheated on the steam bath for one hour
5. concentrationconcentrated to dryness
6. dissolutionThe residue is dissolved in a mixture of ether (17 ml.), dicyclohexylamine (16.7 ml.) and hexane (83 ml.)
7. filtrationThe crystalline salt is filtered off
8. concentrationthe filtrate is concentrate to one third volume
9. temperaturechilled
10. filtrationThe crystals are filtered
11. customdried
12. customto yield 11.3 g

ORDレコード

ord-8a317ff10019458cbd3ca77610262b90

出典データセット

uspto-grants-1979_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04146641