Water → Phenyl (7-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)carbamate

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Reaction Steps

To a stirred solution of 8-amino-1,2,3,4-tetrahydro-naphthalen-2-ol (30.0 mg, 0.18 mmol) and pyridine (21.8 mg, 0.28 mmol) in 1.0 mL THF was added phenyl chloroformate (30.2 mg, 0.19 mmol), and the mixture was stirred for 1 hour at room temperature. To the product mixture was added water and extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The obtained residue was triturated with ethyl acetate and hexane to afford (7-hydroxy-5,6,7,8-tetrahydro-naphthalen-1-yl)carbamic acid phenyl ester (25.2 mg, 48% yield).

Provenance & Evidence