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(Dimethyl sulfide)trihydroboron → 2,3-Difluoro-4-(2-hydroxyethyl)phenol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | (Dimethyl sulfide)trihydroboron | HCID 12423031 | — |
| 反応物 | 2-(2,3-Difluoro-4-hydroxyphenyl)acetic acid | HCID 29922107 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 2,3-Difluoro-4-(2-hydroxyethyl)phenol | HCID 53416145 | — |
反応手順
A solution of borane dimethylsulfide complex (2M in THF, 14.4 mL) was added dropwise to a solution of 2-(2,3-difluoro-4-hydroxyphenyl)acetic acid (example 77, step a) (1.08 g) in tetrahydrofuran (25 mL) at 0° C. and the resulting mixture was allowed to warm to RT and stirred overnight. The reaction was quenched with methanol and when bubbling had ceased the solvent evaporated. The residue was purified by silica gel chromatography eluting with 4:1 isohexane:ethyl acetate to ethyl acetate gradient. The fractions containing product were combined and evaporated to give the subtitled compound as white solid. Yield 0.95 g.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08148373B2 |
| 出典データセット | uspto-grants-2012_04 |
| ORD ID | ord-4d3caea8e3284c38a3665431d788b75d |
| 出典メモ | uspto-grants-2012_04 |