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

HRID 2075223노트

반응식

HRID 2075223 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

HCID 227684204-(Pyrimidin-2-ylmethyl)phenol

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-b1c2d85c5e954c369f9b35be8228a736
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07919519B2

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