Chloroform → 1,4-di(3,3,4,4,5,5,6,6,6-nonafluorohexyl) 2-(N,N-dimethylaminoethanethionyl)maleate

HRID 585463노트

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HRID 585463 반응식
[C:1]([O:23][CH2:24][CH2:25][C:26]([F:38])([F:37])[C:27]([F:36])([F:35])[C:28]([F:34])([F:33])[C:29]([F:32])([F:31])[F:30])(=[O:22])/[CH:2]=[CH:3]\[C:4]([O:6][CH2:7][CH2:8][C:9]([F:21])([F:20])[C:10]([F:19])([F:18])[C:11]([F:17])([F:16])[C:12]([F:15])([F:14])[F:13])=[O:5].Cl.CN([CH:43]([SH:45])C)C.C(=O)([O-])[O-].[K+].[K+].C(Cl)(Cl)Cl.[CH3:56][N:57]([CH3:60])[CH:58]=O>>[CH3:56][N:57]([CH2:58][C:43](/[C:2](=[CH:3]/[C:4]([O:6][CH2:7][CH2:8][C:9]([F:21])([F:20])[C:10]([F:18])([F:19])[C:11]([F:17])([F:16])[C:12]([F:15])([F:14])[F:13])=[O:5])/[C:1]([O:23][CH2:24][CH2:25][C:26]([F:37])([F:38])[C:27]([F:35])([F:36])[C:28]([F:33])([F:34])[C:29]([F:32])([F:31])[F:30])=[O:22])=[S:45])[CH3:60]

참가 물질

6

반응물 5

HCID 6212ChloroformHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 22036395N,N-dimethylaminoethanethiol hydrochlorideHCID 867598121,4-Di(3,3,4,4,5,5,6,6,6-nonafluorohexyl) maleate

생성물 1

HCID 867598111,4-di(3,3,4,4,5,5,6,6,6-nonafluorohexyl) 2-(N,N-dimethylaminoethanethionyl)maleate수율 54%

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온도
60 °C

실험 절차

In an amount of 25.1 g (41 mmol) of 1,4-di(3,3,4,4,5,5,6,6,6-nonafluorohexyl) maleate, 6.4 g (45 mmol) of N,N-di-methylaminoethanethiol hydrochloride and 5.7 g (41 mmol) of potassium carbonate were dissolved in 60 mL of N,N-dimethylformamide and stirred at 60° C. for 4 hours. Then, the reaction mixture was added with 500 mL of chloroform and the organic phase was washed with a saturated aqueous sodium hydrogencarbonate solution. Subsequently, the organic layer was collected, and the organic solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=8:2 to 0:10 (volume ratio)) to obtain 15.8 g (yield: 54%) of the target compound.

후처리

  1. washthe organic phase was washed with a saturated aqueous sodium hydrogencarbonate solution
  2. customSubsequently, the organic layer was collected
  3. customthe organic solvent was evaporated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=8:2 to 0:10 (volume ratio))

출처 및 근거

ORD 기록
ord-71d231a652584729a570b5ad7e042ac1
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06933101B2

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