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Water → Benzofuran-2-carboxylic acid, 5-cyanomethyl-, ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Sodium Cyanide | HCID 8929 | — |
| 反応物 | Ethyl 5-(chloromethyl)-1-benzofuran-2-carboxylate | HCID 13322225 | — |
| 触媒 | Tetrabutylammonium Bromide | HCID 74236 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Benzofuran-2-carboxylic acid, 5-cyanomethyl-, ethyl ester | HCID 615261 | 66.7% |
反応手順
A mixture of ethyl 5-chloromethylbenzofuran-2-carboxylate (3.0 g, 0.0126 mol), sodium cyanide (1.23 g, 0.025 mol), tetrabutylammonium bromide (0.50 g, 0.0013 mol), water (10 cm3) and dichloromethane (10 cm3) was vigorously stirred for 18 hr. at room temperature. The mixture was separated and the organic layer was washed with water, dried (Na2SO4), filtered and the solvent was removed. The residue was recrystallised from petroleum ether (b.p. 60°-80° C.) to give ethyl 5-cyanomethylbenzofuran-2-carboxylate (1.92 g, 0.0084 mol, 66.6%) m.p. 76°-77° C.-t.l.c./silica/toluene, RF 0.11.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04372970 |
| 出典データセット | uspto-grants-1983_02 |
| ORD ID | ord-bdf67d8b242e491d81cbdd155385c5d8 |
| 出典メモ | uspto-grants-1983_02 |