488-81-3 → aldehydo-D-Xylose
Reaction equation
[CH2:1]([OH:10])[C@@H:2]([OH:9])[CH:3]([OH:8])[C@@H:4]([OH:7])[CH2:5][OH:6]>CO>[O:6]=[CH:5][C@@H:4]([C@H:3]([C@@H:2]([CH2:1][OH:10])[OH:9])[OH:8])[OH:7]Participants
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
10 g (66.6 mmol) D-xylose and 10 g (65.7 mmol) xylit were mixed in 90 ml benzene and thereafter 23.3 g (138.7 mmol) ethylboroxin were added. After quantitative removal of the water/benzene-aceotrop vacuum distillation resulted in 16.4 g of III, BP 74° C./10-3Torr (yield 96%). 16.6 g residue contained the O-ethylborandiyl-derivative of the xylit. To isolate the pure D-xylose out of III 200 ml methanol were dropped to the vacuum distillate and the light volatile part currently distilled off. 9.2 g of colourless, solid D-xylose of a melting point at 142° C. were isolated (95.8% yield). The residue was mixed with 40 ml of a 1:1 mixture of ethylene-glycole/ethanol and the mixture distilled in high vacuum. The residue 10.2 g is raw xylit (yield 102%).
Sources & evidence
- ORD record
- ord-1cc7d117ca8d4dfc89ca80abb2d4c549
- Source dataset
- uspto-grants-1979_10
- Patent number
- US04172195
Reaction notes
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