(Diethylamino)sulfur trifluoride → HCID 59305363, compound

To a stirred solution of (2-Fluoro-5-iodo-phenyl)-methanol (1.0 g, 3.97 mmol) in dry methylene chloride (10 mL) at −78° C. and under a nitrogen atmosphere was added DAST (0.63 mL, 4.76 mmol). The cooling bath was removed and the mixture was warmed to room temperature for 1 h, and then quenched with sat sodium bicarbonate (4 mL). The mixture was partitioned between methylene chloride and H2O, and the aqueous layer was extracted with methylene chloride (2×10 mL). The organic layer was washed with brine and dried over MgSO4, filtered and concentrated in vacuo to a clear oil (0.999 g, 99%) and used directly in the next step.

1. customThe cooling bath was removed
2. customquenched with sat sodium bicarbonate (4 mL)
3. customThe mixture was partitioned between methylene chloride and H2O
4. extractionthe aqueous layer was extracted with methylene chloride (2×10 mL)
5. washThe organic layer was washed with brine
6. dry with materialdried over MgSO4
7. filtrationfiltered
8. concentrationconcentrated in vacuo to a clear oil (0.999 g, 99%)

ORD record

ord-043fea77d9c04a4c96a6232ee08dde13

Source dataset

uspto-grants-2010_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07723368B2