7-METHOXY-2,3,4,5-TETRAHYDRO-1H-BENZO[C]AZEPINE synthesis

3synthesis methods

Product Name:7-METHOXY-2,3,4,5-TETRAHYDRO-1H-BENZO[C]AZEPINE
CAS Number:159020-94-7
Molecular formula:C11H15NO
Molecular Weight:177.24

7-METHOXY-2,3,4,5-TETRAHYDRO-BENZO[C]AZEPIN-1-ONE

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7-METHOXY-2,3,4,5-TETRAHYDRO-1H-BENZO[C]AZEPINE

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Yield:159020-94-7 97%

Reaction Conditions:

Stage #1: 7-methoxy-2,3,4,5-tetrahydro-1H-benzo[c]azepin-1-onewith lithium aluminium tetrahydride in tetrahydrofuran at 0;Reflux;
Stage #2: with water;sodium hydroxide in tetrahydrofuran;

Steps:

2.4

A solution of compound 2e (1.00 g, 523 mmol) in dry THF (25 mL) was added to a stirred suspension of lithium aluminum hydride (900 mg, 23.7 mmol, 4.53 eq) in dry THF (30 mL) at 0 °C. The resulting mixture was heated to reflux and allowed to stir at this temperature for 15 hours, then cooled to room temperature and quenched with aqueous 25% NaOH. A saturated solution of Na-K tartrate (200 mL) was added and the resulting solution was allowed to stir at room temperature for 2 hours. The mixture was then extracted with DCM (2 x 200 mL), the combined organic extracts were dried over MgSO₄, filtered and concentrated in vacuo to provide compound 2f (903 mg, 97%) as a colorless oil

References:

WO2010/11657,2010,A1 Location in patent:Page/Page column 42

7-methoxy-1,2,4,5-tetrahydro-benzo[c]azepin-3-one

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159020-94-7
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References

1078-19-9 Synthesis

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References