関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Sodium Chloride | HCID 5234 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 4-Methyloxybenzyl chloride | HCID 69993 | — |
| 反応物 | trans-2-Butene-1,4-diol | HCID 175854 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | trans 4-(4-Methoxy-benzyloxy)-but-2-en-1-ol | HCID 5371004 | 21% |
反応手順
A solution of 11.8 g (133.4 mmol) of trans 2-butene-1,4-diol in 100 ml of DMF was treated with 6.4 g (147 mmol) of sodium hydride dispersion on oil (55%), stirred at 0° C. for 45 min., and treated dropwise with 25.1 g (160 mmol) of 4-methoxybenzylchloride. The mixture was stirred during 5 hrs at RT and then poured into a saturated aqueous solution of NaCl. Extraction with AcOEt, drying of the combined organic phases over Na2SO4, filtration, evaporation of the solvent and chromatography on silica gel with heptane/AcOEt 9:1 gave 5.7 g (21%) of trans 4-(4-methoxy-benzyloxy)-but-2-en-1-ol. Light yellow oil. MS: 207 (M−H)−.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07501413B2 |
|---|
| 出典データセット | uspto-grants-2009_03 |
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| ORD ID | ord-228c5fc2707a43a489978db56dbc3af7 |
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| 出典メモ | uspto-grants-2009_03 |
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