2-Methyl-2,3-dihydrobenzofuran-7-aMine synthesis
- Product Name:2-Methyl-2,3-dihydrobenzofuran-7-aMine
- CAS Number:26210-74-2
- Molecular formula:C9H11NO
- Molecular Weight:149.19
Yield:-
Reaction Conditions:
with magnesium chloride;magnesium sulfate;aluminum nickel in tetrahydrofuran;
Steps:
1 2-(2,3-dihydro-2-methylbenzofuran-7-yl)-N-methoxy-N-methyldiazenecarboxamide (1)
A mixture of 265 g of 1A and 30 g of magnesium chloride was stirred at 190+-4° C. for 2.5 hours, then cooled and mixed with 500 ml of ether. The resulting mixture was washed with cold water. The ether phase was separated, dried (MgSO4) and the solvent was evaporated. The residue was vacuum distilled in a Vigreaux column to give an oil, b.p.: 123°-127° C., 0.15 Torr., that solidified on standing, m.p.: 70°-72° C., identified as 2,3-dihydro-2-methyl-7-nitrobenzofuran (1B). A mixture of 81 g of 1B, 400 ml of tetrahydrofuran (THF) and 3 g of activated Raney nickel catalyst was shaken under 35 p.s.i.g. hydrogen pressure at room temperature for 4 hours. The resulting mixture was treated with 20 g of magnesium sulfate, filtered and the solvent was evaporated from the filtrate, to give 7-amino-2,3-dihydro-2-methylbenzofuran (1C), as an amber syrup.
References:
US4577011,1986,A
1746-11-8
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