Potassium Carbonate → HCID 15340339, compound

HRID 376219Notes

Reaction equation

[CH2:1]([NH:3][S:4]([C:7]([F:31])([F:30])[C:8]([F:29])([F:28])[C:9]([F:27])([F:26])[C:10]([F:25])([F:24])[C:11]([F:23])([F:22])[C:12]([F:21])([F:20])[C:13]([F:19])([F:18])[C:14]([F:17])([F:16])[F:15])(=[O:6])=[O:5])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[C:38]([O:42][C:43](=[O:46])[CH2:44]Br)([CH3:41])([CH3:40])[CH3:39]>CC(C)=O>[C:38]([O:42][C:43](=[O:46])[CH2:44][N:3]([CH2:1][CH3:2])[S:4]([C:7]([F:30])([F:31])[C:8]([F:28])([F:29])[C:9]([F:26])([F:27])[C:10]([F:24])([F:25])[C:11]([F:22])([F:23])[C:12]([F:20])([F:21])[C:13]([F:19])([F:18])[C:14]([F:17])([F:16])[F:15])(=[O:6])=[O:5])([CH3:41])([CH3:40])[CH3:39]

Participants

Conditions

Temperature: 60 °C

Procedure

20 g (37.94 mmol) of N-ethylperfluorooctylsulfonamide and 15.73 g (113.8 mmol) of potassium carbonate are suspended in 200 ml of acetone, and 14.80 g (75.87 mmol) of bromoacetic acid-tert-butyl ester is added in drops at 60° C. It is stirred for 3 hours at 60° C. Salts are filtered out, and the filtrate is evaporated to the dry state in a vacuum. The residue is chromatographed on silica gel (mobile solvent: hexane/dichloromethane/acetone=10:10:1). After the product-containing fractions are concentrated by evaporation, the residue is recrystallized from methanol/ether.

Workup

filtrationSalts are filtered out
customthe filtrate is evaporated to the dry state in a vacuum
customThe residue is chromatographed on silica gel (mobile solvent: hexane/dichloromethane/acetone=10:10:1)
concentrationAfter the product-containing fractions are concentrated by evaporation
customthe residue is recrystallized from methanol/ether

Sources & evidence

ORD record: ord-ef0401d5013344a6879a4278eb90da11
Source dataset: uspto-grants-2000_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06019959

Reaction notes

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