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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81351Generated: October 31, 2026

Formaldehyde → HCID 58522509, compound

https://huagongshe.com/reaction/81351

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 58522529HCID 58522529—
SolventAcetic AcidHCID 176—
SolventDimethylformamideHCID 6228—
ProductHCID 58522509HCID 58522509—

Reaction Steps

Tert-butyl((3R,4R)-3-methoxy-piperidin-4-yl)-carbamate (2.88 g) is dissolved with formaldehyde (1.79 mL, 37% solution in H2O) and acetic acid (100 μL) in DMF. Then Na(OAc)3BH (12.59 g) is added. After 20 h the reaction mixture is combined with aqueous NaHCO3 solution (saturated with NaCl) and extracted 5 times with EtOAc. The combined organic phase is dried on magnesium sulphate, filtered off from the desiccant and the solvent is eliminated in vacuo. The residue is used in the next reaction step without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846689B2
Source datasetuspto-grants-2014_09
ORD IDord-01388e644aa04da893ce4dfc73f57227
Source noteuspto-grants-2014_09