Methanol → HCID 89975775, compound

13.5 mL of a 1.5 mol/L diisobutylaluminum hydride/toluene solution was added dropwise to a solution of 3.8 g of 5-methyl-3-phenoxyoxolane-2-one in 40 mL of toluene at −78° C., and the obtained mixture was then stirred for 15 minutes. Thereafter, 1 mL of methanol was added to the reaction mixture, and thereafter, 50 mL of a 20% potassium sodium tartrate aqueous solution was added to the mixture at room temperature. The thus obtained mixture was stirred for 1 hour, and the water layer was then removed. The water layer was extracted with 100 mL of ethyl acetate, and the combined organic layer was then dried over anhydrous sodium sulfate. After that, the solvent was distilled away under reduced pressure, so as to obtain 3.9 g of 5-methyl-3-phenoxyoxolan-2-ol in the form of a colorless oily product.

1. stirringThe thus obtained mixture was stirred for 1 hour
2. customthe water layer was then removed
3. extractionThe water layer was extracted with 100 mL of ethyl acetate
4. dry with materialthe combined organic layer was then dried over anhydrous sodium sulfate
5. distillationAfter that, the solvent was distilled away under reduced pressure

ORD record

ord-73086b762fb44f43ab301a027809ded4

Source dataset

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09187514B2