Reaktion #3442

ord-5df3c79084144f99bcdc789e25be2a1e

Reaktionsgleichung

COc1cccc2c1cc(C)n2Cc1cccc(-c2ccccc2)c1
1-([1,1'-biphenyl]-3-ylmethyl)-4-methoxy-2-methyl-1H-indole
BrB(Br)Br
BBr3
ClCl
Cl2
Cc1cc2c(O)cccc2n1Cc1cccc(-c2ccccc2)c1
1-([1,1'-biphenyl]-3-ylmethyl)-4-hydroxy-2-methyl-1H-indole
Ausbeute 87.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

By the method used in Example 1, Part D, 1.25 g (3.8 mmol) of 1-([1,1'-biphenyl]-3-ylmethyl)-4-methoxy-2-methyl-1H-indole was O-demethylated by treating it with 15.2 mL of 1M BBr3 /CH2 Cl2 to give 1.03 g (87% yield) of crude 1-([1,1'-biphenyl]-3-ylmethyl)-4-hydroxy-2-methyl-1H-indole.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05733923uspto-grants-1998_03