16-02-2017 дата публикации
Номер: US20170044123A1
Принадлежит:
Disclosed herein are methods for synthesizing 1,2,5,6-hexanetetrol (HTO), 1,6 hexanediol (HDO) and other reduced polyols from C5 and C6 sugar alcohols or R glycosides. The methods include contacting the sugar alcohol or R-glycoside with a copper catalyst, most desirably a Raney copper catalyst with hydrogen for a time, temperature and pressure sufficient to form reduced polyols having 2 to 3 fewer hydoxy groups than the starting material. When the starting compound is a C6 sugar alcohol such as sorbitol or R-glycoside of a C6 sugar such as methyl glucoside, the predominant product is HTO. The same catalyst can be used to further reduce the HTO to HDO. 1. A method of making a reduced sugar alcohol including at least one member selected from the group consisting of 1 ,2 ,5-pentanetriol , 1 ,4 ,5-hexanetriol , 1 ,2 ,6-hexanetetrol , and 1 ,2 ,5 ,6 hexanetetrol , comprising ,contacting a solution comprising water and at least 20% wt/wt of a starting compound selected from the group consisting of a sugar alcohol and a R-glycoside of a sugar, wherein R is a methyl or ethyl group, with hydrogen and a Raney copper catalyst for a time and at a temperature and pressure sufficient to produce a mixture containing one or more of the reduced sugar alcohols with a combined selectively yield of at least 50% mol/mol.2. The method of claim 1 , wherein the starting compound is a C6 sugar alcohol selected from the group consisting of sorbitol claim 1 , mannitol claim 1 , ididtol claim 1 , dulcitol claim 1 , talitol claim 1 , and 1 claim 1 ,4-sorbitan and the reduced sugar alcohol is at least one of 1 claim 1 ,4 claim 1 ,5-hexanetriol and 1 claim 1 ,2 claim 1 ,5 claim 1 ,6-hexanetetrol.3. The method of wherein the starting compound is a methyl or ethyl glucoside and reduced sugar alcohol is at least one of 1 claim 1 ,4 claim 1 ,5-hexanetriol and 1 claim 1 ,2 claim 1 ,5 claim 1 ,6-hexanetetrol.4. The method of claim 1 , wherein the temperature is 175° C. to 250° C. and the pressure is ...
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