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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 538684Generated: October 30, 2026

Acetic Acid → HCID 68181210, compound

https://huagongshe.com/reaction/538684

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantFormaldehydeHCID 712—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 68181019HCID 68181019—
Solvent1,2-DichloroethaneHCID 11—
SolventEthyl AcetateHCID 8857—
SolventSodium HydroxideHCID 14798—
ProductHCID 68181210HCID 68181210—

Reaction Steps

To a stirred solution of compound 53 (0.53 g, 1.62 mmol) in DCE (25 mL) were added successively formaldehyde (35% solution in H2O, 0.2 mL, 2.43 mmol), Na(OAc)3BH (1.03 g, 4.86 mmol) and acetic acid (0.2 mL) at 0° C., and the solution was allowed to stir at rt for 16 hours. The reaction mixture was diluted with ethyl acetate and basified with 1N NaOH solution. The organic layer was separated and washed with water and brine, dried over anhydrous Na2SO4, filtered and concentrated. The crude material was purified by chromatography on neutral alumina eluting 1% methanol-DCM to get compound 54.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08865741B2
Source datasetuspto-grants-2014_10
ORD IDord-fe483cc006eb4c45aabf1a0124e677d2
Source noteuspto-grants-2014_10