HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → HCID 58731274, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 58731164 | HCID 58731164 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 58731274 | HCID 58731274 | — |
Reaction Steps
In analogy to the procedures described for the preparation of intermediate A-8 [A], intermediates A-2 [B] and A-2 [C], 6-bromo-benzo[b]thiophen-3-one was reacted with sodium borohydride in ethanol to give (rac)-6-bromo-2,3-dihydro-benzo[b]thiophen-3-ol, which was subsequently reacted with diphenylphosphoryl azide, DBU in toluene to give (rac)-3-azido-6-bromo-2,3-dihydro-benzo[b]thiophene, which was then reduced with triphenylphosphine in THF/water to yield the title compound as light yellow oil. MS: 229 (M+, 1Br).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592426B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-628409a539c4410b952309f023a32881 |
| Source note | uspto-grants-2013_11 |