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3-Cyanophenol → 3-cyanophenyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranoside
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-Cyanophenol | HCID 13394 | — |
| 反応物 | 2,3,4-Tri-o-acetyl-5-thioxylopyranosyl bromide | HCID 11382683 | — |
| 触媒 | Zinc Oxide | HCID 3007857 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 3-cyanophenyl 2,3,4-tri-O-acetyl-5-thio-beta-D-xylopyranoside | HCID 15067856 | 25% |
反応手順
If the procedure described in Preparation LXXVIII is followed starting from 0.5 g (1.4.10-3 mol) of 2,3,4-tri-O-acetyl-5-thio-D-xylopyranosyl bromide, 0.25 g (2.1.10-3 mol) of 3-hydroxybenzonitrile and 170 mg (2.1.10-3 mol) of zinc oxide (ZnO) in 4 ml of anhydrous toluene and 4 ml of acetonitrile, 138 mg (yield: 25%) of the expected product are obtained after purification by chromatography on silica gel using a hexane/ethyl acetate mixture (2/1 v/v) as the eluent, and precipitation in ether.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05246961 |
| 出典データセット | uspto-grants-1993_09 |
| ORD ID | ord-de6b93c29d3a4007a7f8a9a45c1c7379 |
| 出典メモ | uspto-grants-1993_09 |