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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916323Generated: November 2, 2026

Acetic Acid → HCID 69227246, compound

https://huagongshe.com/reaction/916323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantFormaldehydeHCID 712—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 11637791HCID 11637791—
CatalystSodium HydroxideHCID 14798—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 69227246HCID 69227246—

Reaction Steps

165RL09 (26.4 mg, 0.106 mmol) was dissolved in methanol (5 mL) and formaldehyde (37% in water, 16 μL, 0.21 mmol) was added. The mixture was acidified by adding acetic acid (10 μL). After 5 min of shaking, sodium cyanoborohydride (46.6 mg, 0.741 mmol) was added and the mixture was allowed to react for 2 hours. The mixture was hydrolyzed by adding 5 drops of sodium hydroxide (2M) followed by water (10 mL) and the mixture extracted with dichloromethane (3×10 mL). The combined organic layers were dried over sodium sulfate, filtered and evaporated to dryness. The product (23 mg, 83%) needed no further purification and was converted to the corresponding hydrochloride salt as described above.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07268232B2
Source datasetuspto-grants-2007_09
ORD IDord-d0caef9a9b8c482f9540249ccf232505
Source noteuspto-grants-2007_09