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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 83576Generated: October 25, 2026

1-Butanamine, hydrofluoride → 3-(2,4-Dimethoxybenzyl)-5-hydroxymethyl-3-azabicyclo[3.1.0]hexan-2-one

https://huagongshe.com/reaction/83576

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Butanamine, hydrofluorideHCID 53627651—
Reactant5-(Tert-butyldimethylsilanyloxymethyl)-3-(2,4-dimethoxybenzyl)-3-azabicyclo[3.1.0]hexan-2-oneHCID 89465864—
SolventTetrahydrofuranHCID 8028—
Product3-(2,4-Dimethoxybenzyl)-5-hydroxymethyl-3-azabicyclo[3.1.0]hexan-2-oneHCID 7128791291.5%

Reaction Steps

To a solution of 5-(tert-butyldimethylsilanyloxymethyl)-3-(2,4-dimethoxybenzyl)-3-azabicyclo[3.1.0]hexan-2-one (14.2 mg) in tetrahydrofuran (0.3 ml) was added n-butylammonium fluoride (54 μl, 1.0M solution in tetrahydrofuran) at room temperature, and the mixture was stirred for 1 hour. This reaction mixture was concentrated under reduced pressure, the resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate, to chloroform/methanol=9/1) to give the titled compound (9.2 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846746B2
Source datasetuspto-grants-2014_09
ORD IDord-e2d3ab0b0ea64d4e91bed6882736e9d1
Source noteuspto-grants-2014_09