Tetrabutylammonium Fluoride → 1-(4-hydroxymethyl-1-(2-trimethylsilylethoxymethyl)-1H-imidazol-2-yl)ethanone

HRID 2273305

反応式

HRID 2273305 の反応式
[Si]([O:18][CH2:19][C:20]1[N:21]=[C:22]([C:33](=[O:35])[CH3:34])[N:23]([CH2:25][O:26][CH2:27][CH2:28][Si:29]([CH3:32])([CH3:31])[CH3:30])[CH:24]=1)(C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[OH:18][CH2:19][C:20]1[N:21]=[C:22]([C:33](=[O:35])[CH3:34])[N:23]([CH2:25][O:26][CH2:27][CH2:28][Si:29]([CH3:30])([CH3:32])[CH3:31])[CH:24]=1

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium Fluoride2 回HCID 710876851-[4-(tert-Butyldiphenylsilyloxymethyl)-1-(2-trimethylsilylethoxymethyl)-1H-imidazol-2-yl]ethanone

生成物 1

HCID 710869721-(4-hydroxymethyl-1-(2-trimethylsilylethoxymethyl)-1H-imidazol-2-yl)ethanone収率 108.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

The compound obtained in (2) (24.4 g) was dissolved in THF (200 mL), tetrabutylammonium fluoride (hereinafter sometimes referred to as TBAF) (a 1.0 M THF solution, 62.7 mL) was added under stirring, and stirring was continued for 1 hour. The reaction solution was concentrated under reduced pressure, and the resulting residue was purified by flash chromatography (ethyl acetate/hexane=25%→100%) using an amino column (trade name: Hi-Flash Column 5L Amino, manufactured by Yamazen Corporation) to give the title compound (14.1 g).

後処理

  1. additionwas added
  2. stirringstirring
  3. concentrationThe reaction solution was concentrated under reduced pressure
  4. customthe resulting residue was purified by flash chromatography (ethyl acetate/hexane=25%→100%)

出典と根拠

ORDレコード
ord-be9491f77dfe4d37ad5c878abb97daf5
出典データセット
uspto-grants-2015_09
特許番号
US09120835B2

関連ノート

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