HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → HCID 68562257, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 3,5-Dibromo4-(n,n-dimethylsulfamoyl)benzaldehyde | HCID 21976884 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68562257 | HCID 68562257 | 98.3% |
Reaction Steps
To a solution of OBS02013 (5.5 g, 14.21 mmol) in anhydrous THF (50 mL) was added sodium borohydride (0.59 g, 15.63 mmol). The mixture was stirred at room temperature for 4 h, quenched with water (CARE!!) and filtered through a Celite pad. The filtrate was concentrated in vacuo and re-dissolved in DCM (200 mL). The organic layer was washed with brine (2×200 mL), dried (Na2SO4) and filtered. Concentration in vacuo of the combined filtrates gave OBS02015 as a pale yellow oil (5.21 g, 94%). TLC [SiO2, EtOAc-n-hexane (1:1)] Rf=0.55; 1H-NMR (270 MHz, CDCl3)=1.97 (1H, bs, OH), 3.11 (6H, s), 4.63 (2H, s), 7.55 (2H, t, J=1.5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745472B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-7fe4a4ffbd924d9bbb5135475345f8f3 |
| Source note | uspto-grants-2010_06 |