4-Bromophenol → 2-[2-(4-Benzyloxyphenylethynyl)-4-methoxyphenyl]-6-methoxy-1,2,3,4-tetrahydronaphthalene

HRID 2423875

Reaktionsgleichung

Reaktionsgleichung von HRID 2423875
BrC1C=CC(O)=CC=1.[CH2:9]([O:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]#[CH:24])=[CH:19][CH:18]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.I[C:26]1[CH:31]=[C:30]([O:32][CH3:33])[CH:29]=[CH:28][C:27]=1[CH:34]1[CH2:43][CH2:42][C:41]2[C:36](=[CH:37][CH:38]=[C:39]([O:44][CH3:45])[CH:40]=2)[CH2:35]1>>[CH2:9]([O:16][C:17]1[CH:18]=[CH:19][C:20]([C:23]#[C:24][C:26]2[CH:31]=[C:30]([O:32][CH3:33])[CH:29]=[CH:28][C:27]=2[CH:34]2[CH2:43][CH2:42][C:41]3[C:36](=[CH:37][CH:38]=[C:39]([O:44][CH3:45])[CH:40]=3)[CH2:35]2)=[CH:21][CH:22]=1)[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Komponenten

4

Edukt 3

HCID 78084-BromophenolHCID 14903234'-Benzyloxyphenyl acetyleneHCID 230875592-(2-Iodo-4-methoxyphenyl)-6-methoxy-1,2,3,4-tetrahydronaphthalene

Produkt 1

HCID 666272732-[2-(4-Benzyloxyphenylethynyl)-4-methoxyphenyl]-6-methoxy-1,2,3,4-tetrahydronaphthaleneAusbeute 67,3 %

Versuchsvorschrift

Synthesized from 4-bromophenol according to an analogous synthetic method to Preparation Example 117 described below, 1-benzyloxy-4-ethynylbenzene (470 mg) and 2-(2-iodo-4-methoxyphenyl)-6-methoxy-1,2,3,4-tetrahydronaphthalene (690 mg) were used according to an analogous synthetic method to Preparation Example 45 to provide 2-[2-(4-benzyloxyphenylethynyl)-4-methoxyphenyl]-6-methoxy-1,2,3,4-tetrahydronaphthalene (559 mg). This compound (557 mg) was used according to an analogous synthetic method to Example 22 to provide the title compound (482 mg).

Aufarbeitung

  1. customwere used according to an analogous synthetic method to Preparation Example 45

Quellen und Nachweise

ORD-Eintrag
ord-3217dac4cadb46c4ac222a9d606c9a45
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07960412B2

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