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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695708Generated: October 29, 2026

Water → HCID 67212526, compound

https://huagongshe.com/reaction/1695708

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 67212430HCID 67212430—
CatalystAcetic AcidHCID 176—
SolventFormaldehydeHCID 712—
SolventAcetonitrileHCID 6342—
ProductAmmoniaHCID 222—
ProductHCID 67212526HCID 67212526133.8%

Reaction Conditions

Temperature23 °C

Reaction Steps

To a mixture of the above described 7-benzenesulfonyl-3-oxa-7,9-diaza-bicyclo[3.3.1]nonane (1.25 g, 4.658 mmol) in acetonitrile (40 ml) and 36.5% formaldehyde solution in water (0.53 ml, 6.987 mmol) and 5 drops of acetic acid at 23° C. was added sodium cyanoborohydride (1.464 g, 23.29 mmol) and the mixture was stirred at 23° C. for 2 h. Poured onto water and extracted twice with ethyl acetate, dried the organic layer over sodium sulfate, filtered off, evaporated all volatiles totally and dried in high vacuum to give after silica gel column chromatography with ethyl acetate and additional methanol and aqueous ammonia solution the title compound as a colorless oil (0.88 g, 67%), MS (ISP) m/e=283.1 [(M+H)+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163740B2
Source datasetuspto-grants-2012_04
ORD IDord-51a9defc6b4140ebbd75bd3f1e939bd5
Source noteuspto-grants-2012_04