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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 221189Generated: October 31, 2026

Acetic Acid → HCID 69237821, compound

https://huagongshe.com/reaction/221189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantAcetoneHCID 180—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 69238679HCID 69238679—
SolventEthanolHCID 702—
ProductHCID 69237821HCID 6923782199.6%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08206692B2
Source datasetuspto-grants-2012_06
ORD IDord-32b39be7831a44c0b2c523651223e703
Source noteuspto-grants-2012_06