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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022573Generated: October 30, 2026

Citric Acid → HCID 66975425, compound

https://huagongshe.com/reaction/1022573

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantSodium borohydrideHCID 4311764—
ReactantCalcium ChlorideHCID 5284359—
ReactantHCID 66975558HCID 66975558—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66975425HCID 6697542597.2%

Reaction Steps

To a solution of sodium borohydride (49 mg) in THF (1.25 mL)-EtOH (0.9 mL) was added calcium chloride (72 mg), and the mixture was stirred at room temperature for 20 min. To this reaction mixture was added a solution of 4-tert-butyl 5-ethyl (5RS,6SR)-6-(3,4-dichlorophenyl)-1,4-oxazepane-4,5-dicarboxylate (135 mg) in THF (1.25 ml), and the mixture was stirred at room temperature for 16 hr. The reaction mixture was poured into 10% aqueous citric acid solution, and the mixture was extracted with ethyl acetate. The extract was washed with water and brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (118 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722662B2
Source datasetuspto-grants-2014_05
ORD IDord-8f5415cf90ee48d383d92a11e99d131b
Source noteuspto-grants-2014_05