참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Acetaldehyde | HCID 177 | — |
| 반응물 | Bicyclo(2.2.1)hept-5-ene-2-carbonyl chloride | HCID 98233 | — |
| 반응물 | 2-Ethyl-2-norbornyl acetate | HCID 564393 | — |
| 반응물 | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| 반응물 | 2-Ethyl-2-bicyclo[2.2.1]heptyl 3-hydroxybutanoate | HCID 18757336 | — |
| 촉매 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 용매 | Pyridine | HCID 1049 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | 2-(2-Ethyl-2-bicyclo[2.2.1]-heptyloxycarbonyl)propyl 2-norbornene-5-carboxylate | HCID 18757335 | 84.9% |
반응 단계
In 350 ml of methylene chloride was dissolved 74.4 g of 2-ethyl-2-bicyclo[2.2.1]heptyl 3-hydroxybutanoate (which was synthesized by reacting 2-ethyl-2-bicyclo[2.2.1]heptyl acetate with acetoaldehyde in the presence of lithium hexamethyldisilazide). Then 39.0 g of pyridine and a catalytic amount of 4-(N,N-dimethylamino)pyridine were added to the solution, which was stirred under ice cooling. To this reaction mixture below 10° C., 66.8 g of 2-norbornene-5-carboxylic chloride was added dropwise over one hour. After agitation was continued for 3 hours, the reaction solution was worked up in a conventional manner. The resulting oily substance was purified by silica gel column chromatography, obtaining 96.7 g of 2-(2-ethyl-2-bicyclo[2.2.1]-heptyloxycarbonyl)propyl 2-norbornene-5-carboxylate, designated Monomer 1. The yield was 84.9%.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US06531627B2 |
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| 출처 데이터셋 | uspto-grants-2003_03 |
|---|
| ORD ID | ord-a2f04315e95b434c8d641f0761d1f2b9 |
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| 출처 메모 | uspto-grants-2003_03 |
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