反应详情

To a suspension of 4-chloro-3-(methylsulfonyl)benzoic acid methyl ester (2.4 g) in tetrahydrofuran (50 mL) was added lithium triethylborohydride (1 M in tetrahydrofuran, 24 mL) at 0-5° C. under nitrogen. The mixture was stirred for 30 min and then more of lithium triethylborohydride (1M in tetrahydrofuran, 5 mL) was added and the mixture was further stirred for 60 min. Water (2 mL) was added and the tetrahydrofuran was evaporated under vacuum. Toluene (100 mL) and water (30 mL) were added and then hydrogen peroxide (30% in water, 20 mL) was added at 10-20° C. After 30 min the organic phase was separated and washed with potassium bicarbonate solution (1 M) and then dried with sodium sulphate and evaporated to dryness (yield 1.2 g). 1H-NMR (400 MHz, DMSO-d6) d=3.36 (s, 3H), 4.59 (d, J=5.7 Hz, 2H), 5.52 (t, J=5.7 Hz, 1 H), 7.66 (dd, J=8.2 Hz, 2.1 Hz, 1H), 7.70 (d, J=8.2 Hz, 1H), 8.03 (d, J=2.1 Hz, 1H).

1. stirringthe mixture was further stirred for 60 min
2. customthe tetrahydrofuran was evaporated under vacuum
3. additionToluene (100 mL) and water (30 mL) were added
4. additionhydrogen peroxide (30% in water, 20 mL) was added at 10-20° C
5. customAfter 30 min the organic phase was separated
6. washwashed with potassium bicarbonate solution (1 M)
7. dry with materialdried with sodium sulphate
8. customevaporated to dryness (yield 1.2 g)