참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Water | HCID 962 | — |
| 반응물 | Sodium hydride | HCID 24758 | — |
| 반응물 | 1-(Bromomethyl)-3-phenoxybenzene | HCID 94544 | — |
| 반응물 | 1,1-Bis(hydroxymethyl)cyclopropane | HCID 4101437 | — |
| 촉매 | Tetrabutylammonium Iodide | HCID 67553 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | (1-{[(3-Phenoxyphenyl)methoxy]methyl}cyclopropyl)methanol | HCID 13849406 | 40.5% |
반응 단계
A solution of 1,1-dihydroxymethylcyclopropane (3 g) in tetrahydrofuran (20 cm3) was added dropwise to a suspension of sodium hydride (0.35 g) in tetrahydrofuran (30 cm3). After effervescence has ceased, tetrabutylammonium iodide (1 g) was added to the grey suspension followed by a solution of 3-phenoxybenzyl bromide (3.88 g) in tetrahydrofuran (15 cm3) at the ambient temperature and the mixture stirred for a further 2 hours. The mixture was poured into water and extracted with ethylacetate. The extracts were combined, dried over magnesium sulphate and concentrated by evaporation of the solvent, and the residual oil purified by column chromatography using a silica gel column eluting first with dichloromethane, followed then by ethylacetate, to give 1-hydroxymethyl-1-(3-phenoxybenzyloxymethyl)cyclopropane (1.7 g).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US04812483 |
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| 출처 데이터셋 | uspto-grants-1989_03 |
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| ORD ID | ord-79fa025abbde4ca799c4dc894185ef47 |
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| 출처 메모 | uspto-grants-1989_03 |
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