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

HRID 1279532Notes

Reaction equation

HRID 1279532 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-41d43ff1ed1d4c92889076b6f8f4c579
Source dataset
uspto-grants-2002_09
Patent number
US06448286B1

Reaction notes

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