HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → HCID 69810525, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 5,7-Difluoroquinoline-6-carbaldehyde | HCID 57917282 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 69810525 | HCID 69810525 | 94% |
Reaction Steps
To a solution of 5,7-difluoroquinoline-6-carbaldehyde (4.00 g, 20.71 mmol) in MeOH (120 mL), was added NaBH4 (0.79 g, 20.71 mmol) in portions. After stirring for 15 min, saturated aqueous solution of NH4Cl was added. The aqueous phase was extracted with CH2Cl2 (4×25 mL). The organic layers were combined and dried over NaSO4. The product was purified by silica gel with hexane:EtOAc to afford (5,7-difluoroquinolin-6-yl)methanol (3.80 g, 94%). 1H-NMR (400 MHz, CDCl3) δ ppm 8.97 (m, 1H), 8.42 (m, 1H), 7.63 (d, 1H), 7.46 (m, 1H), 4.99 (d, 2H), 2.07 (t, 1H). LCMS (method B): [MH]+=196.0, tR=1.67 min
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08507676B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-e49ca2fd3a0d42519e211719163728f1 |
| Source note | uspto-grants-2013_08 |