HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(1-Hydroxypropan-2-yl)-2-methoxybenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | Ethyl 2-(4-cyano-3-methoxyphenyl)propanoate | HCID 66643920 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(1-Hydroxypropan-2-yl)-2-methoxybenzonitrile | HCID 66643911 | — |
Reaction Steps
LiBH4 (0.55 mL, 1.1 mmol, 2 M in THF) was added to a stirred solution of ethyl 2-(4-cyano-3-methoxyphenyl)propanoate (0.17 g, 0.73 mmol) in THF (25 mL) at 0° C. The resulting solution was stirred for 12 h. Water (15 mL) was added, and the resulting solution was extracted with dichloromethane (2×50 mL). The combined organic layers were dried over MgSO4, filtered, and evaporated under reduced pressure. The residue was purified by column chromatography eluting with EtOAc-Hexanes (7:3→1:1) to give 4-(1-hydroxypropan-2-yl)-2-methoxybenzonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018211B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-d3282151808d4fd8a9d8c2d4353e82f7 |
| Source note | uspto-grants-2015_04 |