反应详情

温度

7.5 °C

A solution of 5,7-dihydro-6H-dibenz[b,d]azepin-6-one (1.0 g, 4.77 mmol) (Example 3-A) and Et3N (2.66 mL, 19.12 mmol) was stirred for 5.0 minutes at −15° C. in CH2Cl2 and treated with TMSI (1.36 mL, 9.54 mmol). After stirring for 15 minutes I2 (1.81 g, 7.16 mmol) was added in a single portion and the reaction allowed to warm to 5-10° C. over 3 h. The reaction was quenched with sat. Na2SO3, diluted with CH2Cl2 and separated. The organics were washed with Na2SO3 and NaHSO3 and dried over MgSO4. After filtration, the organics were concentrated to approximately 20 mL and diluted with an additional 20 mL of hexanes. The title compound was isolated as a tan precipitate by filtration.

1. additionwas added in a single portion
2. customThe reaction was quenched with sat. Na2SO3
3. additiondiluted with CH2Cl2
4. customseparated
5. washThe organics were washed with Na2SO3 and NaHSO3
6. dry with materialdried over MgSO4
7. filtrationAfter filtration
8. concentrationthe organics were concentrated to approximately 20 mL
9. additiondiluted with an additional 20 mL of hexanes