HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274778Generated: November 1, 2026
Sodium borohydride → Benzyl 3-hydroxycyclobutane-1-carboxylate
https://huagongshe.com/reaction/2274778
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Benzyl 3-oxocyclobutane-1-carboxylate | HCID 15830669 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Benzyl 3-hydroxycyclobutane-1-carboxylate | HCID 22934789 | 53.2% |
Reaction Steps
NaBH4 (215 mg; 5.68 mmol) was added to the solution of benzyl 3-oxocyclobutanecarboxylate (2.3 g; 11.3 mmol) in THF (30 mL) and MeOH (1.5 mL). The reaction mixture was stirred for 0.5 hour at 0° C., diluted with water (20 mL), and extracted with DCM (50 mL×2). The combined organic layers were dried over anhydrous Na2SO4, filtered, concentrated, and purified by reverse phase flash chromatography to afford 1.24 g (53%) of the title compound as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09126984B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-cb05908de8ab46e1822fe3e747ff3f91 |
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| Source note | uspto-grants-2015_09 |
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