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Water → Dibenzyl ether
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Isopropanol | HCID 3776 | — |
| 反応物 | Phosphorous acid | HCID 107909 | — |
| 反応物 | (2S-trans)-2,3-bis[(benzyloxy)methyl]cyclobutanone | HCID 14863583 | — |
| 触媒 | Iridium tetrachloride | HCID 24815 | — |
| 生成物 | Dibenzyl ether | HCID 7657 | — |
反応手順
A mixture of (2S-trans)-2,3-bis[(benzyloxy)methyl]cyclobutanone (0.25 g., 0.806 mmole), iridium tetrachloride (0.016 g., 0.0483 mmole), phosphorous acid (0.397 g., 4.84 mmole) and water (0.3 ml.) in isopropanol (3 ml.) was refluxed overnight. The solvent was evaporated on a rotary evaporator. The residue was taken up in ethyl acetate and washed successively with 10% hydrochloric acid, brine, and 5% sodium bicarbonate. The organic layer was dried (magnesium sulfate) and the solvent was evaporated to give [1S-(1α,2β,3β)]-3-hydroxy-1,2-cyclobutanedimethanol, dibenzyl ether; TLC (40% ethyl acetate/hexane) Rf =0.51.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05412134 |
| 出典データセット | uspto-grants-1995_05 |
| ORD ID | ord-1ee0d42dc8654c73a17e61c3bd3a2269 |
| 出典メモ | uspto-grants-1995_05 |