تفاعل #42724
ord-dc9f773f21c24780a009238ad48231d7
معادلة التفاعل
الكواشف
المذيبات
ظروف التفاعل
المعالجة
- 1درجة الحرارةthe mixture was warmed to room temperature
- 2أخرىto give a thick suspension
- 3درجة الحرارةThe suspension was heated at 45° C. (oil bath)
- 4درجة الحرارةcooled to room temperature
- 5تركيزThe mixture was concentrated under reduced pressure
- 6أخرىtriturated with 10% aqueous sodium carbonate (200 mL) for 1 hour
- 7أخرىThe solids were collected on a Buchner funnel
- 8غسيلwashed with water (4×100 mL)
- 9أخرىdried under reduced pressure
- 10أخرىThe product of two runs was combined for purification
- 11أخرىThe crude product (52 g) was triturated with 50% methanol in chloroform (500 mL) for 1 hour
- 12أخرىThe product was collected on a Buchner funnel
- 13غسيلwashed with 50% methanol in chloroform (2×50 mL) and methanol (2×50 mL)
- 14أخرىThe solid was dried under reduced pressure
الإجراء التجريبي
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.