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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

반응식

참여 물질

역할이름HCID투입량
반응물1(5-Methyl-thien-2-yl) 3,4-dihydro-4,4-dimethyl-7-naphthaldehydeHCID 18620066—
반응물1(5-Methyl-thien-2-yl)3,4-dihydro-4,4-diethyl-7-naphthaldehydeHCID 21079515—
반응물Ethyl 4-(diethoxyphosphoryl-3,3-dimethoxypropyl)benzoateHCID 57037360—
반응물ButyllithiumHCID 178418339—
용매Diethyl EtherHCID 3283—
용매TetrahydrofuranHCID 8028—
생성물Ethyl 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]-benzoateHCID 2288350490%

반응 조건

온도-10 °C

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

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07166726B2
출처 데이터셋uspto-grants-2007_01
ORD IDord-aa329f9e75124c4ab24450bea0d74863
출처 메모uspto-grants-2007_01