Iodine → HCID 178506317, compound

Lithium chloride (1.87 g, 44.1 mmol) was charged into a reaction flask. The flask was evacuated and heated using a heat gun for 10 minutes. The flask was cooled to room temperature and zinc (2.88 g, 44.1 mmol) was added to the flask. The flask was again evacuated and heated using a heat gun for 10 minutes. The flask was cooled to room temperature and THE (80 mL) was syringed into the reaction followed by 1,2-dibromoethane (0.42 mL, 4.90 mmol). This mixture was stirred for 30 minutes in an oil bath set at 60° C. The mixture was cooled to room temperature followed by the addition of chlorotrimethylsilane (0.12 ml, 0.98 mmol) and diiodine (0.25 g, 0.98 mmol) dissolved in 4 mL of THF. The mixture was again stirred for 30 minutes in an oil bath set at 60° C. The mixture was again cooled to room temperature. 1,1,1-trifluoro-4-iodo-2-(trifluoromethyl)butane (7.50 g, 24.5 mmol) was then injected into the reaction mixture via syringe. The heterogeneous reaction mixture was stirred and heated in an oil bath set at 50° C. overnight. The reaction mixture was cooled to room temperature and stirring was stopped. The product was used as is.

1. customThe flask was evacuated
2. temperatureheated
3. customfor 10 minutes
4. customThe flask was again evacuated
5. temperatureheated
6. customfor 10 minutes
7. temperatureThe flask was cooled to room temperature
8. customset at 60° C
9. temperatureThe mixture was cooled to room temperature
10. stirringThe mixture was again stirred for 30 minutes in an oil bath
11. customset at 60° C
12. temperatureThe mixture was again cooled to room temperature
13. stirringThe heterogeneous reaction mixture was stirred
14. temperatureheated in an oil bath
15. waitset at 50° C. overnight
16. temperatureThe reaction mixture was cooled to room temperature
17. stirringstirring

ORD record

ord-c8d4d94e5af34c77b969e66295572dad

Source dataset

uspto-grants-2016_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09397302B2