반응 #42724
ord-dc9f773f21c24780a009238ad48231d7
반응 방정식
반응 조건
후처리
- 1온도the mixture was warmed to room temperature
- 2기타to give a thick suspension
- 3온도The suspension was heated at 45° C. (oil bath)
- 4온도cooled to room temperature
- 5농축The mixture was concentrated under reduced pressure
- 6기타triturated with 10% aqueous sodium carbonate (200 mL) for 1 hour
- 7기타The solids were collected on a Buchner funnel
- 8세척washed with water (4×100 mL)
- 9기타dried under reduced pressure
- 10기타The product of two runs was combined for purification
- 11기타The crude product (52 g) was triturated with 50% methanol in chloroform (500 mL) for 1 hour
- 12기타The product was collected on a Buchner funnel
- 13세척washed with 50% methanol in chloroform (2×50 mL) and methanol (2×50 mL)
- 14기타The solid was dried under reduced pressure
실험 절차
The product from step (c) (20.0 g, 68.2 mmol) was dissolved in dichloromethane (200 mL) and cooled to 0° C. Boron trifluoride diethyl etherate (10.4 mL, 82.0 mmol) was added via syringe and the mixture was warmed to room temperature to give a thick suspension. The suspension was heated at 45° C. (oil bath) and a solution of bromine (11.5 g, 72.0 mmol) in dichloromethane (100 mL) was added over 40 min. The mixture was kept at 45° C. for an additional 15 min and then cooled to room temperature. The mixture was concentrated under reduced pressure and then triturated with 10% aqueous sodium carbonate (200 mL) for 1 hour. The solids were collected on a Buchner funnel, washed with water (4×100 mL) and dried under reduced pressure. The product of two runs was combined for purification. The crude product (52 g) was triturated with 50% methanol in chloroform (500 mL) for 1 hour. The product was collected on a Buchner funnel and washed with 50% methanol in chloroform (2×50 mL) and methanol (2×50 mL). The solid was dried under reduced pressure to give the title compound (34.1 g) as a powder.