HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 69237821, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Acetone | HCID 180 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 69238679 | HCID 69238679 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 69237821 | HCID 69237821 | 99.6% |
Reaction Steps
reduction: The oxo-ester (13) (9.16 g, 31.7 mmole) in EtOH 90 mL was reduced with NaBH4 (844 mg, 22 mmole) added portion wise at −30° C. After 30 min at −30° C., acetone 8.7 mL followed with acetic acid 1.1 mL were added. The crude mixture was concentrated at 40° C. under 100 mbar, extracted with EtOAc and brine to pH 7. The solvent was removed under 0.1 mbar, crude 9.20 g (yield 99%) of (R)-ethyl-4-[(tert-butoxycarbonyl)amino]tetrahydro-3-hydroxy-2-thiophenecarboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08206692B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-32b39be7831a44c0b2c523651223e703 |
| Source note | uspto-grants-2012_06 |