HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → HCID 86680627, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 11195507 | HCID 11195507 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86680627 | HCID 86680627 | 66.1% |
Reaction Steps
To a stirred solution of 1-(5-(4-methoxyphenyl)pyridin-2-yl)ethanone (1.5 g, 6.6 mmol) in THF (8 mL) and methanol (8 mL) was added NaBH4 (0.4 g, 13.2 mmol) at 0° C. and the reaction was stirred at rt for about 1 h. The reaction mixture was diluted with water (100 mL), extracted with ethylacetate (2×100 mL). The combined organic extracts were washed with brine solution (10 mL), organic layer was dried over Na2SO4 and concentrated under vacuum to obtain 1-(5-(4-methoxyphenyl)-pyridin-2-yl)ethanol as an off-white solid (1.0 g, 66% yield). 1H NMR (400 MHz, DMSO-d6): 8.72 (d, 1H), 7.84 (dd, 1H), 7.51 (d, 2H), 7.32 (d, 1H), 7.01 (d, 2H), 4.93 (s, 1H), 4.11 (d, 1H), 3.86 (s, 3H), 1.54 (d, 3H), LC-MS m/z calcd for [M+H]+ 230.1. found 230.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09199975B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-3f930a966336489c829285cde5033177 |
| Source note | uspto-grants-2015_12 |