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Reduction of a Diester to a Hydroxyester by Lithium Aluminum Hydride. Application to the Construction of Rings

✍ Scribed by Bachmann, W. E.; Dreiding, Andre S.

Book ID
127118327
Publisher
American Chemical Society
Year
1949
Tongue
English
Weight
263 KB
Volume
71
Category
Article
ISSN
0002-7863

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✦ Synopsis

quinoline has been described in the literature.* Our yields and melting points agreed essentially with those reported.

Derivatives of Dimethylquino1ines.-The compounds described in Table I were prepared by refluxing the chloro compound with an excess of the appropriate amine as the solvent. The reflux time was eight to ten hours. The reaction mixture was then poured on ice. The 4-diethylamino-1-methylbutylamino derivative was extracted from the water with ether and was purified by distillation; whereas the solid piperidino, morpholino and l-hydroxy-methylpropylamino derivatives were filtered off and crystallized. Summary 1. 2-Chloro-4,8-dimethylquinoline has been prepared.

  1. Some derivatives of 2-amino-4,8-dimethylaminoquinoline and 4-amino-3,8-dimethylquinoline are described.

πŸ“œ SIMILAR VOLUMES

Selective reduction of ketoesters to hyd
Selective reduction of ketoesters to hydroxyesters with the use of lithium aluminum hydride in the presence of silica gel
✍ Yasuhiro Kamitori; Masaru Hojo; Ryōichi Masuda; Tatsuro Inoue; Tatsuo Izumi πŸ“‚ Article πŸ“… 1982 πŸ› Elsevier Science 🌐 French βš– 222 KB

Lithium aluminum hydride, in the presence of a small amount of silica gel, has been found to be a versatile and highly selective reagent for reduction of various ketoesters to the corresponding hydroxyesters in fair yields. Recently we reported a series of new synthetic reactions l-7) with the use