참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Ammonia | HCID 222 | — |
| 반응물 | Dicyclohexylcarbodiimide | HCID 10868 | — |
| 반응물 | 1-Hydroxybenzotriazole | HCID 75771 | — |
| 반응물 | 2-(4-Methoxy-3-methylphenyl)ethan-1-amine | HCID 6484660 | — |
| 반응물 | 1-(Thiophen-2-yl)cyclopropane-1-carboxylic acid | HCID 18975706 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 용매 | Triethylamine | HCID 8471 | — |
| 생성물 | N-(2-(4-methoxy-3-methylphenyl)ethyl)-1-(2-thienyl)cyclopropanecarboxamide | HCID 18975656 | 81.5% |
반응 단계
A mixture of 2-(4-methoxy-3-methylphenyl)ethylamine (16 g), triethylamine (1.74 ml), 1,3-dicyclohexylcarbodiimide (8.75 g), 1-(2-thienyl)cyclopropanecarboxylic acid (7 g) and 1-hydroxybenzotriazole (5.6 g) in tetrahydrofuran (95 ml) was stirred for 16 hours. The mixture was poured into water, basified with aqueous ammonia solution and filtered. The filtrate was extracted with ethyl acetate (3×50 ml) and the combined extracts washed with 1M hydrochloric acid and brine then dried and the solvent removed in vacuo. The resulting gum was treated with acetonitrile and insoluble matter filtered off. Evaporation of the filtrate gave crude N-[2-(4-methoxy-3-methylphenyl)ethyl]-1-(2-thienyl)cyclopropanecarboxamide as a solid (10.7 g), which was used without further purification.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US05807868 |
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| 출처 데이터셋 | uspto-grants-1998_09 |
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| ORD ID | ord-2647db0c64564123b3bfc870460661dd |
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| 출처 메모 | uspto-grants-1998_09 |
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