Synthesis of substituted furans
AssigneeBP Corporation North America Inc.
InventorsLiang Song, Christopher Phillips, Lu Yang, Joseph Binder, Erin Imsand
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Abstract
A method is provided of preparing a compound of formula II: where: R1 and R2 are independently selected from —CH2OR′, —CHO, —COOR′ and —H, provided that R1 and R2 are not both —H; and R′ is selected from —H and C1-6 hydrocarbyl groups, from a compound of formula I: the compounds of formulas I and II being optionally in the form of a salt. The method comprises dehydrating the compound of formula I at: a pH in the range of from 0 to 6 or 8 to 11.5; and a temperature in the range of from 10 to 80° C. The method is particularly useful for synthesizing substituted furans from compounds derived from sugars.
Claims21
A method of preparing a compound of formula III:
- wherein:
- R4 is selected from —OH and R′;
- and
- R′ is selected from —H and —C1-6 hydrocarbyl groups;
- the method comprising:
- (a) preparing a compound of formula II:
- wherein:
- R1 and R2 are independently selected from —CH2OR′, —CHO, —COOR′ and
- —H, provided that R1 and R2 are not both —H;
- from a compound of formula I:
- by dehydrating the compound of formula I under acidic or basic pH conditions at:
- a pH in the range of from 0 to 6 or 8 to 11.5;
- and
- a temperature in the range of from 10 to 80° C.;
- and
- (b) converting the compound of formula II into a compound of formula III;
- the compounds of formula I, II, and III being optionally in the form of a salt;
- and provided that the compounds of formula II and III do not have the same structure.
Dependencies are inferred from the claim text.