Methylamine → HCID 57722504, compound

Participants

Reaction Steps

To a solution of 7-oxo-5,6,7,8-tetrahydro-naphthalene-2-sulfonyl chloride (see Preparative Example 3, 1.14 g, 4.7 mmol) in CH2Cl2 (10 mL) at 15° C. (using a water bath) was added MeNH2 (2M in THF, 7 mL, 14 mmol, 3 eq) dropwise. After stirring at room temperature for 30 minutes, the mixture was diluted with CH2Cl2 (30 mL), washed with H2O (20 mL), dried (Na2SO4), and concentrated. The residue was chromatographed on silica by eluting with 20% EtOAc/hexanes to give 0.45 g (40%) of 7-oxo-5,6,7,8-tetrahydro-naphthalene-2-sulfonic acid methylamide as a yellow oil. 1H NMR (300 MHz, CDCl3): δ 7.70 (d, 1H, J=8.1 Hz), 7.63 (s, 1H), 7.40 (d, 1H, J=8.1 Hz), 4.66 (q, 1H, J=5.4 Hz), 3.64 (s, 2H), 3.14 (t, 2H, J=6.6 Hz), 3.65 (d, 3H, J=5.4 Hz), 2.57 (t, 2H, J=6.6 Hz).

Provenance & Evidence