4-Hydroxyphenylboronic acid → 4-(1-Chloro-10,11-dihydro-dibenzo[a,d]cyclohepten-5-ylidenemethyl)-phenol

HRID 2218706Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2218706
Br[CH:2]=[C:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[C:13]([Cl:14])[C:8]=2[CH2:7][CH2:6][C:5]2[CH:15]=[CH:16][CH:17]=[CH:18][C:4]1=2.[OH:19][C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1>>[Cl:14][C:13]1[C:8]2[CH2:7][CH2:6][C:5]3[CH:15]=[CH:16][CH:17]=[CH:18][C:4]=3[C:3](=[CH:2][C:23]3[CH:24]=[CH:25][C:20]([OH:19])=[CH:21][CH:22]=3)[C:9]=2[CH:10]=[CH:11][CH:12]=1

Komponenten

3

Edukt 2

HCID 27343604-Hydroxyphenylboronic acidHCID 688913895-bromomethylene-1-chloro-10,11dihydro-5H-dibenzo[a,d]cycloheptene

Produkt 1

HCID 689355824-(1-Chloro-10,11-dihydro-dibenzo[a,d]cyclohepten-5-ylidenemethyl)-phenol

Versuchsvorschrift

Following procedures essentially as described in Example 219, below, and using 5-bromomethylene-1-chloro-10,11dihydro-5H-dibenzo[a,d]cycloheptene (100 mg, 0.313 mmol) and 4-hydroxyphenylboronic acid (47 mg, 0.344 mmol), affords 84 mg (81%) of a mixture of geometric isomers of the title compound as a brown oil. MS (ES) 331 (M−H); HPLC shows 97% purity.

Quellen und Nachweise

ORD-Eintrag
ord-1b14c271208b42e68e05c26ca6079e3a
Quelldatensatz
uspto-grants-2008_08
Patentnummer
US07411072B2

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