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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2167108Generated: October 30, 2026

Acetic Acid → HCID 68180898, compound

https://huagongshe.com/reaction/2167108

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantFormaldehydeHCID 712—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 68180984HCID 68180984—
Solvent1,2-DichloroethaneHCID 11—
SolventEthyl AcetateHCID 8857—
SolventSodium HydroxideHCID 14798—
ProductHCID 68180898HCID 68180898—

Reaction Steps

To a stirred solution of compound 60 (0.5 g, 1.32 mmol) in DCE (25 mL) were added formaldehyde (35% solution in H2O, 0.17 mL, 1.98 mmol), Na(OAc)3BH (0.84 g, 3.96 mmol) and AcOH (0.2 mL) successively at 0° C. and the mixture was stirred at rt for 16 hours. The reaction mixture was dissolved in ethyl acetate and basified with 1N NaOH. The organic layer was separated and washed with water and brine. The solution was dried over anhydrous Na2SO4, filtered and concentrated. The crude material was purified by Combiflash® chromatography eluting with 5-5.2% methanol-DCM to provide compound 61.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09044482B2
Source datasetuspto-grants-2015_06
ORD IDord-5bcd80f4b0cd41f192c7ead49387fb1c
Source noteuspto-grants-2015_06