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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449659Generated: October 29, 2026

Acetic Acid → HCID 11435798, compound

https://huagongshe.com/reaction/449659

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantFormaldehydeHCID 712—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant(1S,4S)-2-Boc-2,5-diazabicyclo[2.2.1]heptaneHCID 11521263—
SolventMethanolHCID 887—
ProductHCID 11435798HCID 11435798—

Reaction Steps

(1S,4S)-tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate (2.5 g, 12.6 mmol, Eq: 1.00) was dissolved in 126 ml of methanol. Formaldehyde (23.5 ml of a 37% aqueous solution) and acetic acid (2.17 ml) were added. Sodium triacetoxyborohydride (4.01 g, 18.9 mmol, Eq: 1.50) was added in portions. The reaction was stirred at room temperature overnight. The reaction was concentrated on a rotary evaporator. DCM and sodium bicarbonate were added to the residue and the layers were separated. The organic layer was washed with dilute bicarbonate, concentrated, and used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481540B2
Source datasetuspto-grants-2013_07
ORD IDord-858952c1ba3445b4877990a2bd941f38
Source noteuspto-grants-2013_07