酢酸コレステロール 化学特性,用途語,生産方法
外観
白色～ほとんど白色, 結晶性粉末
定義
本品は、酢酸(*)とコレステロール(*)とのエステルであり、次の化学式で表される。
参照表示名称：酢酸, コレステロール
溶解性
クロロホルムに極めて溶けやすく、アセトンにやや溶けやすく、エタノールに溶けにくく、水にほとんど溶けない。
用途
有機合成原料、液晶研究。
化粧品の成分用途
非水系増粘剤、皮膚コンディショニング剤
化学的特性
white fine crystalline powder or needles
使用
Cholesteryl acetate is used in cosmetics, wrist watches, thermometers, propane tank volume indicators, video displays, pharmaceuticals.
製造方法
Cholesteryl acetate can be synthesized by the reaction of cholesterol with acetic anhydride in the presence of a catalyst such as pyridine or sulfuric acid. The reaction proceeds as follows:
Cholesterol + Acetic anhydride → Cholesteryl acetate + Acetic acid
The reaction is typically carried out at room temperature or slightly elevated temperatures for several hours. The resulting cholesteryl acetate can be purified by recrystallization from a suitable solvent such as ethanol or acetone.
定義
ChEBI: Cholesteryl acetate is a cholesterol ester obtained by formal acylation of the hydroxy group of cholesterol by acetic acid. It has a role as a human metabolite. It is a cholesteryl ester and an acetate ester.
反応性
Monophthalic acid epoxidation of cholesteryl acetate:
A solution of 10 g (0.023 mole) of cholesteryl acetate (mp 112-114°) in ether (50 ml) is mixed with a solution containing 8.4 g (0.046 mole) of monophthalic acid (Chap. 17, Sec. II) in 250 ml of ether. The solution is kept at reflux for 6 hours and then the solvent is removed by distillation (steam bath). The residue is dried under vacuum and digested with 250 ml of dry chloroform. The mixture was filtered to give 6.7 g of phthalic acid (87% recovery). The solvent in the filtrate was evaporated under reduced pressure and the residue was crystallised from 30 ml of methanol to give 6.0 g (58% yield) of β-oxocholesterol acetate. Recrystallisation gives the pure product, melting point 111-112°. Concentration of the filtrate gives 1.55 g (15 per cent yield) of α-oxocholesterol acetate with a melting point of 101-103° after crystallisation from ethanol.
純化方法
Crystallise the acetate from n-pentanol or Me2CO. Also purify it by chromatography through silica gel and eluting with MeOH. [Beilstein 6 III 2607, 6 IV 4004.]
酢酸コレステロール 上流と下流の製品情報
原材料
準備製品