Dimethylformamide → (2R)-8-Amino-1,2,3,4-tetrahydro-2-naphthalenol

Participants

Reaction Steps

Step-a product (13 g, 0.079 mol) was added portion wise to a mixture of 60% NaH (3 g, 0.09 mol, 1.25 eq) in DMF (52 ml) at 0° C. and stirred the contents for 1 hr at rt. Reaction contents were again cooled to 0° C., methyl chloroformate (11.19 g, 0.115 mol, 1.5 eq) was added drop wise for 30 min and the overall reaction mass was stirred for another 30 min. Progress of the reaction was monitored by TLC (30% ethyl acetate/hexane, Rf˜0.5). On completion of the reaction, ice cold water (300 ml) was added to the reaction contents. Solid thrown out was filtered and dried to yield the required product as a pale yellow colored solid (13 g, 73% yield).

Provenance & Evidence