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Tetrabutylammonium Fluoride → HCID 178520859, 화합물

HRID 2233772
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HRID 2233772 반응식
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[NH:19]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[NH:21][C:20]1=[C:28]([C:39]([C:41]1[CH:46]=[CH:45][CH:44]=[C:43]([F:47])[CH:42]=1)=[O:40])[C:29]([C:31]1[CH:32]=[C:33]([CH:36]=[CH:37][CH:38]=1)[CH:34]=O)=[O:30].C1(P(=O)(C2C=CC=CC=2)[CH2:55][C:56]([F:59])([F:58])[F:57])C=CC=CC=1>C1COCC1>[NH:21]1[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[NH:19][C:20]1=[C:28]([C:29]([C:31]1[CH:38]=[CH:37][CH:36]=[C:33](/[CH:34]=[CH:55]\[C:56]([F:59])([F:58])[F:57])[CH:32]=1)=[O:30])[C:39]([C:41]1[CH:46]=[CH:45][CH:44]=[C:43]([F:47])[CH:42]=1)=[O:40]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 2724141Tetrabutylammonium FluorideHCID 11323568Diphenyl(2,2,2-trifluoroethyl)phosphine oxideHCID 178519574HCID 178519574, 화합물

생성물 1

HCID 178520859HCID 178520859, 화합물수율 57.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A 25 ml portion of THF solution containing 7.8 g of tetrabutylammonium fluoride and 24 g of Molecular Sieve 4A was stirred at room temperature for 12 hours in an atmosphere of argon. After cooling to 0° C., 20 ml of THF solution containing 300 mg of 3-[2-(1,3-dihydro-2H-benzimidazol-2-ylidene)-3-(3-fluorophenyl)-3-oxopropanoyl]benzaldehyde and 1.7 g of diphenyl(2,2,2-trifluoroethyl)phosphine oxide was added dropwise thereto. This was stirred at room temperature for 5 hours. The reaction mixture was filtered, the filtrate was washed with water, dried with anhydrous sodium sulfate and concentrated, and then the thus formed residue was purified by a silica gel column chromatography to obtain 201 mg (57%) of 2-(1,3-dihydro-2H-benzimidazol-2-ylidene)-1-(3-fluorophenyl)-3-{3-[(1Z)-3,3,3-trifluoroprop-1-en-1-yl]phenyl}propane-1,3-dione as a yellow powder from an ethyl acetate-hexane (1:3) eluate. FA: 463

후처리

  1. temperatureAfter cooling to 0° C.
  2. additionwas added dropwise
  3. stirringThis was stirred at room temperature for 5 hours
  4. filtrationThe reaction mixture was filtered
  5. washthe filtrate was washed with water
  6. dry with materialdried with anhydrous sodium sulfate
  7. concentrationconcentrated
  8. customthe thus formed residue was purified by a silica gel column chromatography

출처 및 근거

ORD 기록
ord-494dd3043bc943cc977d277c70317d14
출처 데이터셋
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07709519B2

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