HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium borohydride → HCID 70976181, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | HCID 123428840 | HCID 123428840 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 70976181 | HCID 70976181 | — |
Reaction Steps
To a 0° C. solution of the product from Example 116 (365 mg, 0.938 mmol) in THF (10 mL) was added LiBH4 in THF (2M, 0.69 mL, 1.4 mmol). The mixture was stirred for 6 hours, quenched with water (10 mL), extracted with EtOAc (4×20 mL), dried (Na2SO4), filtered, and concentrated. The residue was purified by column chromatography (0-100% of 1/10 MeOH/EtOAc in hexanes) to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ 11.56 (s, 1H), 8.31 (dd, J=7.9, 1.4, 1H), 8.08 (d, J=8.1, 1H), 8.04-7.94 (m, 1H), 7.94-7.85 (m, 1H), 7.43-7.35 (m, 4H), 4.74 (t, J=5.4, 1H), 3.81-3.71 (m, 2H), 3.68 (s, 2H), 3.08 (t, J=6.7, 2H); MS (ESI+) M/Z 358 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859549B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-ad4e5c71052c45d1a477834d7d01046a |
| Source note | uspto-grants-2014_10 |