Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1) → (trans)-3a,4,5,6,7,7a-Hexahydro-3-methoxy-1h-isoindole

HRID 1459223Notes

Reaction equation

HRID 1459223 reaction equation
[C:1]1(=[O:10])[C@H:9]2[C@@H:4]([CH2:5][CH2:6][CH2:7][CH2:8]2)[CH2:3][NH:2]1.F[B-](F)(F)F.[CH3:16][O+](C)C>>[CH3:16][O:10][C:1]1[C@H:9]2[C@@H:4]([CH2:5][CH2:6][CH2:7][CH2:8]2)[CH2:3][N:2]=1

Participants

3

Reactant 2

HCID 2735153Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1)HCID 13039544rac-(3aR,7aR)-octahydro-1H-isoindol-1-one

Product 1

HCID 70148411(trans)-3a,4,5,6,7,7a-Hexahydro-3-methoxy-1h-isoindole

Procedure

A sample of the title compound of EXAMPLE 171 (1.39 g, 10 mmol) was reacted with trimethyloxonium tetrafluoroborate (1.78 g, 12 mmol) by the method of EXAMPLE 26 to yield, after chromatography, 1.05 g (69%) of the title material.

Workup

  1. customto yield

Sources & evidence

ORD record
ord-8d8b41b706584ec393d82c0adfc043a7
Source dataset
uspto-grants-1998_12
Patent number
US05854234

Reaction notes

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