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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1361057Generated: November 1, 2026

Acetic Acid → HCID 59775180, compound

https://huagongshe.com/reaction/1361057

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant(4-Fluoro-3-methylphenyl)methanamineHCID 2774599—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 59775198HCID 59775198—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 59775180HCID 59775180—

Reaction Steps

To a solution of (R)-5-(4-fluoro-3-methylphenoxy)-6-((S)-4-isopropyl-2-oxooxazolidin-3-yl)-6-oxohexanal (70 mg, 0.19 mmol) in 3 mL DCE was added 4-Fluoro-3-methyl-benzylamine (32 mg, 0.23 mmol) followed by NaBH(OAc)3 (56 mg, 0.26 mmol) and AcOH (13.8 mg, 0.23 mmol) at room temperature. The mixture was stirred for 8 h at the room temperature. The reaction was quenched by pouring into 20 mL 5% aqueous NaOH and diluted with ethyl acetate. The mixture was extracted with more ethyl acetate (3×15 mL) and the combined organic layers washed with brine (2×10 mL) and dried over Na2SO4. The solvent was removed under reduced pressure and the crude product used directly in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879911B2
Source datasetuspto-grants-2011_02
ORD IDord-51cd4efc5aa34547b6f793bc3efba92b
Source noteuspto-grants-2011_02