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Boron trifluoride etherate → 3-Formyl-3-phenyl-pyrrolidine-1-carboxylic acid methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Boron trifluoride etherate | HCID 8000 | — |
| 反応物 | 6-Phenyl-7-oxa-3-aza-bicyclo[4.1.0]heptane-3-carboxylic acid methyl ester | HCID 58017280 | — |
| 生成物 | 3-Formyl-3-phenyl-pyrrolidine-1-carboxylic acid methyl ester | HCID 58017273 | 97.1% |
反応手順
Boron trifluoride diethyl etherate (1.82 mL, 14.40 mmol) was slowly added at room temperature to a solution of 6-phenyl-7-oxa-3-aza-bicyclo[4.1.0]heptane-3-carboxylic acid methyl ester (1.68 g, 7.20 mmol). A slightly exothermic reaction was observed and after 5 minutes the reaction mixture was quenched by slow addition of saturated aqueous NaHCO3 (50 mL). The resulting mixture was extracted with EtOAc, and the combined organic extracts were washed with water, dried over MgSO4, filtered and evaporated under reduced pressure to give 1.63 g (97% yield) of 3-formyl-3-phenyl-pyrrolidine-1-carboxylic acid methyl ester as a pale yellow oil which was used without further purification.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08513425B2 |
| 出典データセット | uspto-grants-2013_08 |
| ORD ID | ord-b8792fa57f93411fb5de3e5f50c9aa2f |
| 出典メモ | uspto-grants-2013_08 |