HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 59424441, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | HCID 59424466 | HCID 59424466 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | HCID 59424441 | HCID 59424441 | 31% |
Reaction Steps
To a suspension of 247 (80 mg, 0.327 mmol) in THF (4 mL), was added PPh3 (258 mg, 0.983 mmol), DEAD (0.155 ml, 0.983 mmol) and isopropanol (0.075 ml, 0.983 mmol), and the reaction mixture was allowed to stir for 48 hours. 3N HCl solution (1.0 mL) was added and the mixture was extracted with DCM. Aqueous phase was collected, neutralized with NaOH 10% (pH ˜11) and extracted with DCM. The organic phase was collected, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified twice by column chromatography: eluents EtOAc/hexane (3:7) and MeOH/DCM (1:20), to afford title compound 248 (19 mg, 31% yield) as yellow solid. MS (m/z): 287.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07790729B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-c3c5b9863b47427782f626be7ed50772 |
| Source note | uspto-grants-2010_09 |