Triethylamine → HCID 54089615, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of alcohol 4 (0.94 g, 3.18 mmol) and NEt3 (0.73 g, 7.18 mmol) at 0° C. in Cl2CH2 (10 mL), methanesulfonyl chloride (418 mg, 3.65 mmol) was added. The reaction mixture was allowed to stir at 0° C. for 45 min. It was then quenched with cold dilute HCl, diluted with Cl2CH2 and the organic layer was washed with an aqueous solution of NaHCO3 followed by brine and dried over Na2SO4. The solvent was eliminated in vacuo and the crude mesylate 6 was obtained as a foamy white solid which was used in the next step without further purification. 1H NMR (CDCl3).δ1.417 (s, 9H), 2.910 (s, 3H, CH3 --OMs), 3.705 (s, 3H, CH3O--), 4.853 (dd, J=9.6, 6.6 Hz, 1H, H--C2), 5.173 (bd, J=9.6 Hz, 1H, H--N), 5.893 (d, J=6.6 Hz, 1H, H--C3), 7.389-7.400 (m, 5H); IR (KBR) 3400, 2980, 2950, 1745, 1715, 1520, 1360, 1180 cm-1.

Provenance & Evidence