Sodium Sulfite → 3-[(2,4,5-trifluorophenyl)sulfonyl]dihydrofuran-2(3H)-one

HRID 548655Notes

Reaction equation

S([O-])([O-])=O.[Na+].[Na+].C(=O)(O)[O-].[Na+].[F:12][C:13]1[CH:18]=[C:17]([F:19])[C:16]([F:20])=[CH:15][C:14]=1[S:21](Cl)(=[O:23])=[O:22].Br[CH:26]1[CH2:30][CH2:29][O:28][C:27]1=[O:31]>O>[F:12][C:13]1[CH:18]=[C:17]([F:19])[C:16]([F:20])=[CH:15][C:14]=1[S:21]([CH:26]1[CH2:30][CH2:29][O:28][C:27]1=[O:31])(=[O:23])=[O:22]

Participants

Conditions

Temperature: 150 °C

Procedure

A solution of sodium sulfite (153 mg, 1.21 mmol) and sodium bicarbonate (306 mg, 3.63 mmol) in water (3 mL) was treated with 2,4,5-trifluorobenzenesulfonyl chloride (280 mg, 1.21 mmol) and heated in a microwave reactor at 150° C. for 400 seconds. The resulting mixture was treated with 3-bromodihydrofuran-2(3H)-one (299 mg, 1.82 mmol) and then heated in a microwave reactor at 150° C. for 500 seconds. The mixture was cooled to 10° C. and the resulting solid filtered off and dried in vacuo to give the title compound (60 mg).

Workup

temperatureheated in a microwave reactor at 150° C. for 500 seconds
temperatureThe mixture was cooled to 10° C.
filtrationthe resulting solid filtered off
customdried in vacuo

Sources & evidence

ORD record: ord-62ad255cfeca4823b32d841fc3874fea
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07943607B2

Reaction notes

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