HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 2-(3,4-Difluorophenyl)ethan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | (3,4-Difluorophenyl)acetic acid | HCID 69571 | — |
| Reactant | (Dimethyl sulfide)trihydroboron | HCID 12423031 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(3,4-Difluorophenyl)ethan-1-ol | HCID 2758313 | — |
Reaction Steps
A solution of borane dimethyl sulfide (2M in THF, 18.30 mL) was added cautiously to a solution of 2-(3,4-difluorophenyl)acetic acid (2.1 g) in THF (20 mL) at 0° C. The resulting mixture was allowed to warm to RT and stirred for 1 h. The reaction was cooled in an ice bath and methanol (5 mL) was added dropwise. The reaction was stirred until bubbling ceased and the solvent evaporated in vacuo. Purification was by silica gel chromatography eluting with isohexane to 4:1 isohexane:ethyl acetate. The fractions containing product were combined and evaporated in vacuo to give the subtitled compound as a clear oil. Yield 1.92 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08148373B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-c2d29a3da4484a4495318d2f26aca3d0 |
| Source note | uspto-grants-2012_04 |