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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76946Generated: October 29, 2026

Acetic Acid → HCID 44252988, compound

https://huagongshe.com/reaction/76946

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantFormaldehydeHCID 712—
ReactantHCID 44252839HCID 44252839—
ReactantCID 101953985HCID 101953985—
SolventAcetonitrileHCID 6342—
ProductHCID 44252988HCID 44252988—

Reaction Steps

A solution of the title compound from Example 69 (111 mg, 0.33 mmol) and formalin (0.45 mL, 37% aqueous solution) in acetonitrile (3 mL) was mixed with sodium cyanoboron hydride (83 mg, 1.32 mmol) and stirred for 45 min at RT. Conc. acetic acid was then added until a neutral reaction occurred and the mixture stirred for 45 min at RT. For work up the solvent was removed in a vacuum, the residue taken up with 2N NaCl (5 mL) and then extracted with ether (3×10 mL). The organic solution was dried over Na2SO4 and concentrated to low volume in a vacuum. The remaining residue was purified by means of flash chromatography with ethyl acetate/methanol (1:2→MeOH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835689B2
Source datasetuspto-grants-2014_09
ORD IDord-c00402a284f44f4eac8dfa08e0ac2749
Source noteuspto-grants-2014_09