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(Dimethyl sulfide)trihydroboron → Methyl-4,5-dichloro-2-(hydroxymethyl)benzoate
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-Carbomethoxy 4,5-dichlorobenzoic acid | HCID 19804263 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Methyl-4,5-dichloro-2-(hydroxymethyl)benzoate | HCID 19804259 | 17% |
反応手順
To a solution of the product of Step A (1.06 g, 4.28 mmol) in 5 mL of THF at 0° C. was added borane-methyl sulfide (6.42 mL of 2M solution in THF, 12.84 mmol, 3.0 eq). The reaction was allowed to warm to room temperature. After 16 hours the reaction was cooled to 0° C. and quenched with methanol. The volatiles were removed in vacuo and the oil flash chromatographed with 2:1 hexane/ethyl acetate to yield the titled compound (169 mg, 17%). Approximately 80% of the starting material was also recovered.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05151435 |
| 出典データセット | uspto-grants-1992_09 |
| ORD ID | ord-ccccee2330bc4a26867c41b2ed8763e7 |
| 出典メモ | uspto-grants-1992_09 |