HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Butanamine, hydrofluoride → 3-(2,4-Dimethoxybenzyl)-5-hydroxymethyl-3-azabicyclo[3.1.0]hexan-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Butanamine, hydrofluoride | HCID 53627651 | — |
| Reactant | 5-(Tert-butyldimethylsilanyloxymethyl)-3-(2,4-dimethoxybenzyl)-3-azabicyclo[3.1.0]hexan-2-one | HCID 89465864 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(2,4-Dimethoxybenzyl)-5-hydroxymethyl-3-azabicyclo[3.1.0]hexan-2-one | HCID 71287912 | 91.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846746B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-e2d3ab0b0ea64d4e91bed6882736e9d1 |
| Source note | uspto-grants-2014_09 |