5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-amine → Methyl 4-[1-pentyl-3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-ureido]-benzoate

Participants

Reaction Conditions

Reaction Steps

A solution of 4-methoxycarbonylphenyl-pentyl-carbamoyl chloride (45) (180 mg, 0.63 mmole) in 5 mL pyridine was treated with 130 mg of 5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylamine (1.05 eq.) and stirred at 40° C. for 15 hours. The reaction mixture was concentrated in vacuo to give an orange oil which was purified by flash chromatography (SiO2, 10%-20% ethyl acetate/hexanes) to provide 190 mg (67%) of methyl 4-[1-pentyl-3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-ureido]-benzoate (47) as a colorless oil.

Provenance & Evidence