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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 470715Generated: October 30, 2026

Acetic Acid → HCID 68309439, compound

https://huagongshe.com/reaction/470715

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantBenzylamineHCID 7504—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 68309440HCID 68309440—
SolventDichloromethaneHCID 6344—
ProductHCID 68309439HCID 6830943960%

Reaction Steps

Benzylamine (1.06 ml, 9.70 mmol) and acetic acid (0.56 ml, 9.70 mmol) were added to a dichloromethane (50 ml) solution of the compound (1.70 g, 4.85 mmol) obtained in Step 3 above, the resulting mixture was stirred for 10 minutes under ice cooling and then sodium cyanoborohydride (610 mg, 9.70 mmol) was added to the reaction mixture. After stirring at room temperature for 24 hours, saturated sodium bicarbonate solution was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with brine and then dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue obtained was purified by silica gel column chromatography [chloroform:methanol=40:1 (v/v)] to give 1.27 g (60%) of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629133B2
Source datasetuspto-grants-2014_01
ORD IDord-7e3c26dee2a2444f92157dbd300c0ee6
Source noteuspto-grants-2014_01