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Sodium hydride → HCID 23081356, 화합물

HRID 856123
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HRID 856123 반응식
[I-].[CH3:2][S+](C)(C)=O.[H-].[Na+].[F:9][C:10]([F:25])([F:24])[C:11]1[CH:16]=[CH:15][C:14]([N:17]2[CH2:22][CH2:21][C:20](=[O:23])[CH2:19][CH2:18]2)=[CH:13][CH:12]=1>CS(C)=O>[F:25][C:10]([F:9])([F:24])[C:11]1[CH:12]=[CH:13][C:14]([N:17]2[CH2:22][CH2:21][C:20]3([O:23][CH2:2]3)[CH2:19][CH2:18]2)=[CH:15][CH:16]=1
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참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 74498Sulfoxonium, trimethyl-, iodide (1:1)HCID 212736221-[4-(trifluoromethyl)phenyl]-4-Piperidinone

생성물 1

HCID 23081356HCID 23081356, 화합물수율 72%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

실험 절차

Trimethylsulfoxonium iodide (2.00 g, 9.02 mmol) was gradually added to a suspension of sodium hydride (361 mg, 9.02 mmol) in dimethylsulfoxide (30 ml), and the mixture was stirred at room temperature for 1 hour. To which a solution of 1-(4-trifluoromethylphenyl)piperidin-4-one (2.00 g, 8.2 mmol) in DMSO (10 ml) was added, and the mixture was stirred overnight. The reaction mixture was poured into ice water, and extracted with diethyl ether. The extract was washed with brine, dried over sodium sulfate, and then filtered. The residue was purified by silica gel column chromatography (n-hexane/ethyl acetate=5/1) to afford 6-(4-trifluoromethylphenyl)-1-oxa-6-azaspiro[2,5]octane (1.51 g, yield 72%) as a pale yellow crystalline powder.

후처리

  1. stirringthe mixture was stirred overnight
  2. extractionextracted with diethyl ether
  3. washThe extract was washed with brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customThe residue was purified by silica gel column chromatography (n-hexane/ethyl acetate=5/1)

출처 및 근거

ORD 기록
ord-c07fc690925043cea36cc23867c54a35
출처 데이터셋
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07262212B2

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