Teijin Limited

Tatuyuki Naruchi

Yataro Ichikawa

Yoshiyuki Yamanaka

Osamu Kobayashi

Nobuo Suzuki

Kiyoshi Bannai

Seiichi Ishizuka

Kazuhiko Soma

Junji Kubo

Norio Ohnuma

Koichiro Sakota

Novel 1.alpha.-hydroxy-24-dehydrovitamin D.sub.3 and its hydroxyl-protected derivatives; novel 1.alpha.-hydroxy-24-dehydroprevitamin D.sub.3 and its hydroxyl-protected derivatives; and novel 1.alpha.,3.beta.-dihydroxycholesta-5,7,24-triene or its hydroxyl-protected derivatives which are key intermediates for preparing the aforesaid compounds. Novel processes for preparing these compounds are also provided. 1.alpha.-Hydroxy-24-dehydrovitamin D.sub.3 has a pharmacological action of controlling the calcium metabolism of warm-blooded animals, and is useful as a prophylactic or therapeutic pharmaceutical for vitamin D deficient disease and related diseases.

1.alpha.-Hydroxy-24-dehydrovitamin .sub.3 pharmaceutical compositions

A process for preparing .beta.,.gamma.-unsaturated aldehydes which comprises dehydrogenating .beta.,.gamma.-unsaturated alcohols in the vapor phase, preferably in the substantial absence of oxygen, using copper having a specific surface area of 0.01 to 1.5 m.sup.2 /g as a catalyst at a temperature of 150.degree. to 300.degree. C. The .beta.,.gamma.-unsaturated aldehydes can be recovered in pure form by distilling the dehydrogenation reaction mixture in the presence of water. The starting .beta.,.gamma.-unsaturated alcohols can be prepared by reacting olefins with formaldehyde or a derivative capable of forming formaldehyde at a temperature of 180.degree. to 400.degree. C. in the absence of a solvent or in the presence of a non-aqueous organic solvent after pre-heating said formaldehyde or derivative to a temperature of 85.degree. to 150.degree. C.

Process for preparing .beta.,.gamma.-unsaturated aldehydes

A process for the preparation of 2,4,6-trimethylphenol by reacting a phenol of the formula (1) below, ##SPC1##

Process for the preparation of 2,4,6-trimethylphenol

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Iwakuni, Japan

Tatuyuki Naruchi