Reaktion #82175

ord-95f40bf1dbae4b019f19ca4185a2ae1e

Reaktionsgleichung

COc1ccc2c(c1)[C@]1(C)CCN(CC3CC3)[C@@H]1N2C
(3aS-cis)-1-cyclopropylmethyl-1,2,3,3a,8,8a-hexahydro-5-methoxy-3a,8-dimethylpyrrolo[2,3-b]indole
BrB(Br)Br
boron tribromide
→
CN1c2ccc(O)cc2[C@]2(C)CCN(CC3CC3)[C@H]12
title compound
CN1c2ccc(O)cc2[C@]2(C)CCN(CC3CC3)[C@H]12
(3aS-cis)-1-cyclopropylmethyl-1,2,3,3a,8,8a-hexahydro-3a,8-dimethylpyrrolo[2,3-b]indol-5-ol

Edukte

—
1-(2-phenylethyl)
COc1ccc2c(c1)[C@]1(C)CCN(CC3CC3)[C@@H]1N2C
(3aS-cis)-1-cyclopropylmethyl-1,2,3,3a,8,8a-hexahydro-5-methoxy-3a,8-dimethylpyrrolo[2,3-b]indole
BrB(Br)Br
boron tribromide

Reagenzien

Keine

Lösungsmittel

ClC(Cl)Cl
chloroform

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The title compound is prepared in the same manner as described for the 1-(2-phenylethyl) analog of Example 45 except that 2.72 g of (3aS-cis)-1-cyclopropylmethyl-1,2,3,3a,8,8a-hexahydro-5-methoxy-3a,8-dimethylpyrrolo[2,3-b]indole is reacted as a starting material with 10.1 g of boron tribromide in chloroform.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05621114uspto-grants-1997_04