HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 118139438, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 7-bromo-3,4-dihydro-2H-1-benzopyran-4-one | HCID 22335736 | — |
| Reactant | HCID 68296695 | HCID 68296695 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 118139438 | HCID 118139438 | — |
Reaction Steps
In analogy to the procedures described fort he preparation of intermediates A-2 [B] and A-2 [C], (rac)-7-bromo-chroman-4-ol prepared from 7-bromo-chroman-4-one with sodium borohydride in ethanol at 60-70° C., was treated with diphenylphosphoryl azide, DBU in toluene to give (rac)-4-azido-7-bromo-chroman, which was subsequently reduced with triphenylphosphine in THF/water to yield the title compound as light yellow oil. MS: 227 (M+, 1Br).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592426B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-89d225724fa44ec8b11300e3c60f572d |
| Source note | uspto-grants-2013_11 |