Tetrabutylammonium Fluoride → 4-(Pyrimidin-2-ylmethyl)phenol

HRID 2075223ノート

反応式

HRID 2075223 の反応式
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[Si]([O:26][C:27]1[CH:39]=[CH:38][C:30]([CH2:31][C:32]2[N:37]=[CH:36][CH:35]=[CH:34][N:33]=2)=[CH:29][CH:28]=1)(C(C)(C)C)(C)C>C1COCC1.O>[N:33]1[CH:34]=[CH:35][CH:36]=[N:37][C:32]=1[CH2:31][C:30]1[CH:38]=[CH:39][C:27]([OH:26])=[CH:28][CH:29]=1

参加物

5

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 584153612-(4-(tert-Butyldimethylsilyloxy)benzyl)pyrimidine

生成物 1

HCID 227684204-(Pyrimidin-2-ylmethyl)phenol

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Tetrabutylammonium fluoride (1.68 mL, 1.68 mmol, 1M in THF) was added to a solution of 2-(4-(tert-butyldimethylsilyloxy)benzyl)pyrimidine (0.50 g, 1.68 mmol) in THF (5 mL) at 0° C. The mixture was stirred for 30 min, diluted with water, and extracted with DCM three times. The combined organic extracts were dried over MgSO4, concentrated in vacuo, and purified by column chromatography to give 4-(pyrimidin-2-ylmethyl)phenol as an oil. MS (ESI) m/z: Calculated: 186.1; Observed: 187.3 (M++1).

後処理

  1. extractionextracted with DCM three times
  2. dry with materialThe combined organic extracts were dried over MgSO4
  3. concentrationconcentrated in vacuo
  4. custompurified by column chromatography

出典と根拠

ORDレコード
ord-b1c2d85c5e954c369f9b35be8228a736
出典データセット
uspto-grants-2011_04
特許番号
US07919519B2

反応ノート

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