Ethanolamine → Methanesulfonic acid 8-(2-hydroxyacetylamino)naphthalen-2-yl ester
Reaction equation
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:15]=1[CH:14]=[C:13]([O:16][S:17]([CH3:20])(=[O:19])=[O:18])[CH:12]=[CH:11]2)=[O:4].C(CN)[OH:22]>C(OC(C)=O)(C)C>[OH:22][CH2:2][C:3]([NH:5][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:15]=1[CH:14]=[C:13]([O:16][S:17]([CH3:20])(=[O:19])=[O:18])[CH:12]=[CH:11]2)=[O:4]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of ester from Step B (11.0 g, 39.5 mmol) in 150 mL of i-PrOAc at room temperature was added ethanolamine (12.0 mL, 199 mmol). After 18 hours, the reaction was partitioned between EtOAc and water, and the organic layer was extracted with saturated brine, dried (Na2SO4), filtered, and concentrated in vacuo to provide a dark oil.