PURPOSE: To obtain an optically active benzyl glycidyl ether useful as an intermediate for optically active natural substance, etc., in high purity, simply.
CONSTITUTION: (A) An optically active 3-benzyloxy-1,2-propanediol shown by formula I (Ph is phenyl; *shows that carbon atom thereof is asymmetric carbon atom) is reacted with (B) a tetrahalogenomethane, especially carbon tetrachloride or carbon tetrabromide and (C) triphenylphosphine in an organic solvent (preferably aprotic solvent such as methylene chloride) preferably at 0-50°C, especially 10-40°C to give an optically active halogenohydrin derivatives shown by formula II-1 and formula II-2 (X is halogen). Then these derivatives are treated with a base, preferably an inorganic base such as KOH to suppress reduction in optical purity and to give optically active glycidyl ether shown by formula III in high purity and in high yield. The ratio of the components B and C based on the raw material A are preferably 1-5 equivalent, especially 1.02-1.15 equivalents, respectively.
| JP2019510818 | Manufacturing method of haloalcohol-Japanese epoxide |
| JP4547805 | Method for producing β-methylepichlorohydrin |
| WO/1997/048667 | PROCESS FOR MAKING 2,3-DIHALOPROPANOLS |
SUGIHARA TAKUMICHI
KAMIKUBO TAKASHI
OGASAWARA KUNIRO
