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Tetrabutylammonium Fluoride → HCID 57682805、化合物

HRID 494983
ノート
印刷プレビュー

反応式

HRID 494983 の反応式
C([Si]([O:8][CH2:9][C:10]1[CH:15]=[C:14]([O:16][CH3:17])[C:13]([CH2:18][CH:19]2[CH2:23][O:22][C:21]([CH3:25])([CH3:24])[O:20]2)=[CH:12][C:11]=1[N+:26]([O-:28])=[O:27])(C)C)(C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1.C(OCC)(=O)C>[CH3:24][C:21]1([CH3:25])[O:20][CH:19]([CH2:18][C:13]2[C:14]([O:16][CH3:17])=[CH:15][C:10]([CH2:9][OH:8])=[C:11]([N+:26]([O-:28])=[O:27])[CH:12]=2)[CH2:23][O:22]1
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 2

HCID 2724141Tetrabutylammonium FluorideHCID 57682793HCID 57682793、化合物

生成物 1

HCID 57682805HCID 57682805、化合物収率 97.8%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

358 mg of t-butyl(4-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-5-methoxy-2-nitrobenzyloxy)dimethylsilane was dissolved in 10 ml of tetrahydrofuran. While cooling on ice, 1 ml of a tetrahydrofuran solution containing 1.0 M tetrabutyl ammonium fluoride was added to the reaction solution, and the obtained mixture was then stirred at room temperature for 3 hours. Thereafter, the reaction solution was diluted with ethyl acetate and then washed with a saturated sodium chloride aqueous solution. The organic layer was dried over magnesium sulfate and then concentrated under a reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate), so as to obtain 253 mg of (4-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-5-methoxy-2-nitrophenyl)methanol.

後処理

  1. additionwas added to the reaction solution
  2. washwashed with a saturated sodium chloride aqueous solution
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. concentrationconcentrated under a reduced pressure
  5. customThe residue was purified by silica gel column chromatography (hexane-ethyl acetate)

出典と根拠

ORDレコード
ord-07eaf91dd0e649f98492ecabbd0eca9c
出典データセット
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07538123B2

反応ノート

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