HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → Ammonium Hydroxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 7-hydroxy-3,4-dihydro-2H-1,4-benzoxazin-3-one | HCID 10057870 | — |
| Solvent | Water | HCID 962 | — |
| Product | Ammonium Hydroxide | HCID 14923 | — |
| Product | 3,4-dihydro-2H-benzo[b][1,4]oxazin-7-ol | HCID 19386564 | — |
Reaction Steps
To a solution of 7-hydroxy-2H-benzo[b][1,4]oxazin-3(4H)-one (6 g, 36.36 mmol) in THF (50 mL) BH3-THF (150 mL, 254.54 mmol) was slowly added at RT. The resulting reaction was stirred for 4 h at 60° C. before water (5 mL) was added. The solution was concentrated in vacuo and purified with column chromatography using 100% CH2Cl2→25%→50% 90:10:1 CH2Cl2:MeOH:NH4OH to yield the title compound. MS (ESI, pos. ion) m/z: 152 (M+1). Mass calc'd for C8H9NO2: 151.06.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178557B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-39f6e55abd9045c3a4aa96090188f9a9 |
| Source note | uspto-grants-2012_05 |