Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1375265생성일: 2026년 10월 25일
1(5-Methyl-thien-2-yl) 3,4-dihydro-4,4-dimethyl-7-naphthaldehyde → Ethyl 4-[1-(2,2-dimethoxyethyl)-2-{1-(5-methyl-thien-2-yl)3,4-dihydro-4,4-dimethyl-naphthalen-7-yl}-(E)-ethen-1-yl]-benzoate
https://huagongshe.com/reaction/1375265
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 1(5-Methyl-thien-2-yl) 3,4-dihydro-4,4-dimethyl-7-naphthaldehyde | HCID 18620066 | — |
| 반응물 | 1(5-Methyl-thien-2-yl)3,4-dihydro-4,4-diethyl-7-naphthaldehyde | HCID 21079515 | — |
| 반응물 | Ethyl 4-(diethoxyphosphoryl-3,3-dimethoxypropyl)benzoate | HCID 57037360 | — |
| 반응물 | Butyllithium | HCID 178418339 | — |
| 용매 | Diethyl Ether | HCID 3283 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | Ethyl 4-[1-(2,2-dimethoxyethyl)-2-{1-(5-methyl-thien-2-yl)3,4-dihydro-4,4-dimethyl-naphthalen-7-yl}-(E)-ethen-1-yl]-benzoate | HCID 22883504 | 90% |
반응 단계
To a cold (−78° C.) solution of ethyl 4-(diethoxyphosphoryl-3,3-dimethoxypropyl)benzoate (Compound D, 1.4 g, 3.6 mmol), in THF (20 mL) was added n-BuLi (1.6 M solution in hexane, 2.5 ml, 4 mmol). The mixture was stirred for 20 minutes at −78° C. and 10 min. at −10° C. The reaction mixture was recooled to −78° C. and 1(5-methyl-thien-2-yl)3,4-dihydro-4,4-dimethyl-7-naphthaldehyde (Compound G, 650 mg, 2.3 mmol) in THF (4 mL) was added to it. The mixture was stirred for 2 hours at −10° C. and diluted with ether (100 mL), washed with brine (10 mL) dried with MgSO4 and the solvent was removed by distillation to to afford a cis and trans (E and Z) isomeric mixture. Purification by chromatography on silica gel of the crude material afforded the title compound as an oil (˜90% purity).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07166726B2 |
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| 출처 데이터셋 | uspto-grants-2007_01 |
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| ORD ID | ord-aa329f9e75124c4ab24450bea0d74863 |
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| 출처 메모 | uspto-grants-2007_01 |
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