2-(2-CHLORO-3-METHOXYPHENYL)-4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLANE

To a stirred solution of 2-chloro-3-(4, 4, 5, 5-tetramethyl-[l, 3, 2]dioxaborolan-2- yl)-phenol (830 g, 3.26 mol) in dry DMF (4.15 L) was added potassium carbonate(1126.4 g, 8.15 mol) under an inert atmosphere. Me2SO4 (402 mL, 4.24 mol) was added slowly to control the resulting exotherm (addition over 30 minutes gave a temperature rise from 28 0C to 55 0C) and after complete addition the reaction was stirred for 10 minutes. The reaction mixture was added to stirring HCl (5.98 L, 2 N, aq.) very slowly to control effervescence and the resulting precipitate stirred for 2 hours. The solids were filtered and washed with water (1 L) and dried in a vacuum oven over drying agent for 4 days to give 2-(2-chloro-3-methoxy-phenyl)-4, 4, 5, 5-tetramethyl-[l, 3, 2]dioxaborolane 7a as a white powder (746.7 g, 2.78 mol, 85 percent).To a stirred solution of 2-chloro-3-(4, 4, 5, 5-tetramethyl-[l, 3, 2]dioxaborolan-2- yl)-phenol (830 g, 3.26 mol) in dry DMF (4.15 L) was added potassium carbonate(1126.4 g, 8.15 mol) under an inert atmosphere. Me2SO4 (402 mL, 4.24 mol) was added slowly to control the resulting exotherm (addition over 30 minutes gave a temperature rise from 28 0C to 55 0C) and after complete addition the reaction was stirred for 10 minutes. The reaction mixture was added to stirring HCl (5.98 L, 2 N, aq.) very slowly to control effervescence and the resulting precipitate stirred for 2 hours. The solids were filtered and washed with water (1 L) and dried in a vacuum oven over drying agent for 4 days to give 2-(2-chloro-3-methoxy-phenyl)-4, 4, 5, 5-tetramethyl-[l, 3, 2]dioxaborolane 7a as a white powder (746.7 g, 2.78 mol, 85 percent).

Molecular Weight:268.54
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:268.1037523
Monoisotopic Mass:268.1037523
Topological Polar Surface Area:27.7
Heavy Atom Count:18
Complexity:293
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes