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Tetrabutylammonium Fluoride → 5-[2-(2-{2-[2-(2-Trityloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-benzene-1,3-diol

HRID 2075647
ノート
印刷プレビュー

反応式

HRID 2075647 の反応式
C([Si](C)(C)[O:6][C:7]1[CH:12]=[C:11]([O:13][CH2:14][CH2:15][O:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][O:22][CH2:23][CH2:24][O:25][CH2:26][CH2:27][O:28][C:29]([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:10]=[C:9]([O:48][Si](C(C)(C)C)(C)C)[CH:8]=1)(C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[C:29]([O:28][CH2:27][CH2:26][O:25][CH2:24][CH2:23][O:22][CH2:21][CH2:20][O:19][CH2:18][CH2:17][O:16][CH2:15][CH2:14][O:13][C:11]1[CH:12]=[C:7]([OH:6])[CH:8]=[C:9]([OH:48])[CH:10]=1)([C:42]1[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=1)([C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1)[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 670892321,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5-[2-(2-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-benzene

生成物 1

HCID 670890515-[2-(2-{2-[2-(2-Trityloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-benzene-1,3-diol収率 96.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To an ice-cooled solution of Compound 44 (2.81 g, 3.44 mmol) in THF (30 ml), a solution of 1M tetrabutylammonium fluoride in THF (4 ml) was added. After completion of the addition, the ice bath was removed, and this was followed by stirring at room temperature for 1 hour. This was poured over water to stop the reaction, after which extraction from ethyl acetate was conducted. The organic phases were combined and washed with saturated brine, thereafter dried with anhydrous sodium sulfate. Filtration and concentration under reduced pressure were conducted, after which the residue obtained was purified by silica gel column chromatography (Yamazen YFLC Gel, eluent (n-hexane:ethyl acetate 1:1-1:2-1:3)) to yield Compound 45 (light-yellow oil 1.95 g, 96%).

後処理

  1. additionAfter completion of the addition
  2. customthe ice bath was removed
  3. additionThis was poured over water
  4. customthe reaction
  5. extractionafter which extraction from ethyl acetate
  6. washwashed with saturated brine
  7. dry with materialdried with anhydrous sodium sulfate
  8. filtrationFiltration and concentration under reduced pressure
  9. customafter which the residue obtained
  10. customwas purified by silica gel column chromatography (Yamazen YFLC Gel, eluent (n-hexane:ethyl acetate 1:1-1:2-1:3))

出典と根拠

ORDレコード
ord-bf38460cb8ec4dcabf0f14d2bf1a1283
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07919653B2

反応ノート

読み込み中…

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