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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 979373생성일: 2026년 10월 27일

1-Methoxy-2-[2-[(2-methoxyphenyl)-phenylphosphoryl]ethyl-phenylphosphoryl]benzene → 3-(4-Cyano-4-(3,4-dimethoxyphenyl)-5-methylhex-1-yl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methylisoquinoline

https://huagongshe.com/reaction/979373

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참여 물질

역할이름HCID투입량
반응물1-Methoxy-2-[2-[(2-methoxyphenyl)-phenylphosphoryl]ethyl-phenylphosphoryl]benzeneHCID 335508—
반응물1,2-Bis[(2-methoxyphenyl)phenylphosphino]ethaneHCID 2734557—
반응물3-[4-(3,4-dimethoxyphenyl)-4-isopropyl-4-cyanobutyl]-6,7-dimethoxy-N-methyl-1,2-dihydroisoquinolineHCID 20202190—
용매IsopropanolHCID 3776—
생성물3-(4-Cyano-4-(3,4-dimethoxyphenyl)-5-methylhex-1-yl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methylisoquinolineHCID 129102—

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온도50 °C

반응 단계

is added to a solution of RhCl(Pφ3)3 in isopropanol at 3 atm, and the mixture heated at 50° C. for 4 hours. The product is purified to produce 3-[4-(3,4-dimethoxyphenyl)-4-isopropyl-4-cyanobutyl]-6,7-dimethoxy-N-methyl-1,2,3,4-tetrahydroisoquinoline (1). Alternatively, one may hydrogenate the double bond stereoselectively using a hydrogenation catalyst with an appropriate chiral ligand, for example, 1,2-bis[P-(2-methoxyphenyl)-P-phenylphosphinyl]ethane, usually abbreviated "DiPAMP." See Knowles, Acc. Chem. Res., 6, 106-112 (1983) and the references cited therein, incorporated herein by reference in full. Thus, for example, 3-[4-(3,4-dimethoxyphenyl)-4-isopropyl-4-cyanobutyl]-6,7-dimethoxy-N-methyl-1,2-dihydroisoquinoline (39) is added to a solution of Rh(DiPAMP)2 in isopropanol under 3 atm of H2, and the mixture heated at 50° C. for 4 hours. The product is purified to produce optically active 3-[4-(3,4-dimethoxyphenyl)-4-isopropyl-4-cyanobutyl]-6,7-dimethoxy-N-methyl-1,2,3,4-tetrahydroisoquinoline (1).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US04667038
출처 데이터셋uspto-grants-1987_05
ORD IDord-798a4dac3d18427d8ccf8b9cfa7f70f2
출처 메모uspto-grants-1987_05