HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Difluoroacetone → HCID 67126718, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Difluoroacetone | HCID 228397 | — |
| Reactant | 3-Aminoazetidine, 3-BOC protected | HCID 1519405 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67126718 | HCID 67126718 | — |
Reaction Steps
To a solution of tert-butyl azetidin-3-ylcarbamate (0.256 g) and 1,3-difluoropropan-2-one (0.154 g) in dichloromethane (2 mL) was added sodium triacetoxyborohydride (0.473 g) and the reaction was allowed to stirred at room temperature. After 16 hours, the reaction was quenched with saturated NaHCO3 solution (10 mL) and extracted into dichloromethane (25 mL). The organic layer was dried and concentrated. Silica gel chromatography (GraceResolv 12 g) eluting with a gradient of 0.5% to 3.5% methanol/dichloromethane followed by treatment with HCl (4.0M in dioxane, 3 mL) and methanol (0.5 mL) for 2 hours gave the title compound after concentration.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09174982B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-e9bb1f9900534379b1a8fe20d746af8e |
| Source note | uspto-grants-2015_11 |