Water → HCID 178527684, compound

Temperature

0 °C

To a vessel equipped with a stir bar, Zn dust (1.8 g, 27.8 mmol) was added H2O (20 mL). The reaction vessel was then capped, wrapped in aluminum foil and cooled in an ice bath to 0° C. Difluoromethanesulfonyl chloride (5 g, 33.3 mmol) was then added via syringe open to air. The reaction vessel was sealed with cap and the reaction mixture was removed from the ice bath and allowed to warm to room temperature over 2 h. The excess Zn was removed via filtration, washed with EtOAc (3×10 mL), the filtrate was concentrated under reduced pressure. Residual water was removed azeotropically with toluene (3×10 mL) at 45° C., and the resulting pearly yellow powder was further dried under vacuum for an additional 3 h to give bis(((difluoromethyl)sulfinyl)oxy)zinc (DFMS) (4 g, yield: 81.6%), which was used in the next step without purification. 1H NMR (DMSO-d6 400 MHz): δ 5.24 (t, J=56.0 Hz, 1H).

1. customTo a vessel equipped with a stir bar
2. customThe reaction vessel was then capped
3. customThe reaction vessel was sealed
4. customwith cap
5. customthe reaction mixture was removed from the ice bath
6. temperatureto warm to room temperature over 2 h
7. customThe excess Zn was removed via filtration
8. washwashed with EtOAc (3×10 mL)
9. concentrationthe filtrate was concentrated under reduced pressure
10. customResidual water was removed azeotropically with toluene (3×10 mL) at 45° C.
11. customthe resulting pearly yellow powder was further dried under vacuum for an additional 3 h

ORD record

ord-9f2b07bff7de4ee195b8f336a265ffac

Source dataset

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09415055B2