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Tetrabutylammonium Fluoride → HCID 178520859、化合物

HRID 2233772
ノート
印刷プレビュー

反応式

HRID 2233772 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 2724141Tetrabutylammonium FluorideHCID 11323568Diphenyl(2,2,2-trifluoroethyl)phosphine oxideHCID 178519574HCID 178519574、化合物

生成物 1

HCID 178520859HCID 178520859、化合物収率 57.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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

後処理

  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

出典と根拠

ORDレコード
ord-494dd3043bc943cc977d277c70317d14
出典データセット
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07709519B2

反応ノート

読み込み中…

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