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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1530322Generated: November 5, 2026

Acetic Acid → HCID 59558570, compound

https://huagongshe.com/reaction/1530322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMorpholineHCID 8083—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant5-Bromo-2-formylbenzonitrileHCID 53405036—
SolventDichloromethaneHCID 6344—
Solvent1,1-DichloroethaneHCID 6365—
ProductHCID 59558570HCID 5955857056.2%

Reaction Steps

To a stirred solution of 5-bromo-2-formylbenzonitrile (200 mg, 0.95 mmol) and morpholine (248 mg, 2.85 mmol) in dichloroethane (10 mL), acetic acid (342 mg, 5.7 mmol) was added and reaction stirred at room temperature for 30 minutes. Then sodium triacetoxyborohydride (604 mg, 2.85 mmol) was added to the reaction mixture at 0° C., allowed to attain room temperature and stirring continued for overnight. On completion, reaction mixture was diluted with dichloromethane, washed with water, saturated aqueous sodium bicarbonate solution and dried over sodium sulphate. Removal of the solvent under reduced pressure followed by column chromatographic purification afforded the desired compound (150 mg, 56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090562B2
Source datasetuspto-grants-2015_07
ORD IDord-bb2c0a7b8ac046bcaeb83552ac34d8f6
Source noteuspto-grants-2015_07