HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pseudoephedrine → (4S,5S)-2-(5-bromo-2,3-dihydrobenzofuran-7-yl)-3,4-dimethyl-5-phenyl-1,3-oxazolidin
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pseudoephedrine | HCID 7028 | — |
| Reactant | 5-Bromo-2,3-dihydrobenzo[b]furan-7-carbaldehyde | HCID 2794804 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | (4S,5S)-2-(5-bromo-2,3-dihydrobenzofuran-7-yl)-3,4-dimethyl-5-phenyl-1,3-oxazolidin | HCID 67442847 | 79% |
Reaction Steps
A sample of 20 (650 mg, 2.9 mmol) and (1S,2S) pseudoephedrine (500 mg, 3.0 mmol) in 40 mL of benzene was refluxed overnight using a Dean-Stark trap. Solvent removal yielded yellow crystals which were recrystallized from a minimum of hot hexanes to give white crystals of 21 (841 mg, 79%), mp=83.5-85.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09023317B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-bf5005f846794a4ab660f2c1eb1fa35e |
| Source note | uspto-grants-2015_05 |