Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 89525486 | HCID 89525486 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89525698 | HCID 89525698 | 92% |
Reaction Steps
2.27 g (59.9 mmol; 1.20 eq) of sodium borohydride were added in small portions to a solution of 9.00 g (49.9 mmol; 1.0 eq) of (5-methylfuran-2-yl)-(R)-tetrahydrofuran-2-ylmethanone in 100 ml of tetrahydrofuran cooled to 0° C. The reaction medium was stirred at ambient temperature for 3 hours. The reaction medium was poured into 200 ml of ethyl acetate and then 100 ml of water were added. The aqueous phase was extracted with ethyl acetate and then the organic phases were combined, washed with a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, filtered and evaporated. 8.10 g de (5-methylfuran-2-yl)-(R)-tetrahydrofuran-2-ylmethanol were obtained. Yield=92%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09388149B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-2df950fd953348f8a9025a74d8ac4451 |
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| Source note | uspto-grants-2016_07 |
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