Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Diisopropylamine → 1-(4-Ethoxycarbonyl-butyl)-indan-1-carboxylic acid methyl ester
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Diisopropylamine | HCID 7912 | — |
| 반응물 | Methyl 5-bromovalerate | HCID 79557 | — |
| 반응물 | Lithium diisopropylamide | HCID 2724682 | — |
| 반응물 | Methyl 2,3-dihydro-1H-indene-1-carboxylate | HCID 3839612 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Diethyl Ether | HCID 3283 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 1-(4-Ethoxycarbonyl-butyl)-indan-1-carboxylic acid methyl ester | HCID 69565593 | 49.3% |
반응 단계
Indan-1-carboxylic acid methyl ester (17.6 g, 100 mmol) in 100 mL of THF was slowly added to a −60° C. solution of lithium diisopropylamide (from 15.4 mL (110 mmol) of diisopropylamine and 42 mL of 2.5M n-BuLi in hexane) in 200 mL of THF. After 15 min, methyl 5-bromopentanoate (20.5 g, 105 mmol) was added and the mixture was allowed to warm to room temperature and stirred for 12 h. Ether and water were added and the ether layer was separated, washed with water and brine, dried and evaporated. Purification by flash chromatography (10% ethyl acetate/hexane) afforded 15 g of 1-(4-ethoxycarbonyl-butyl)-indan-1-carboxylic acid methyl ester as an oil.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07135476B2 |
| 출처 데이터셋 | uspto-grants-2006_11 |
| ORD ID | ord-b6ba4b3a91be47418f1221e56ede1a1e |
| 출처 메모 | uspto-grants-2006_11 |