Hydrochloric Acid → 2-(Tert-butyldimethylsilyloxymethyl)-4-bromothiazole

HRID 709838ノート

反応式

HRID 709838 の反応式
[Br:1][C:2]1[N:3]=[C:4]([CH2:7][OH:8])[S:5][CH:6]=1.N1C=CN=C1.[C:14]([Si:18]([CH3:21])([CH3:20])Cl)([CH3:17])([CH3:16])[CH3:15].Cl>C1COCC1>[Br:1][C:2]1[N:3]=[C:4]([CH2:7][O:8][Si:18]([C:14]([CH3:17])([CH3:16])[CH3:15])([CH3:21])[CH3:20])[S:5][CH:6]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 11041630(4-Bromo-1,3-thiazol-2-yl)methanol

生成物 1

HCID 167365792-(Tert-butyldimethylsilyloxymethyl)-4-bromothiazole

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of (4-bromothiazol-2-yl)methanol (1.30 g) and imidazole (600 mg) in THF (10 mL) was added dropwise tert-butyldimethylchlorosilane (1.60 mL), and the mixture was stirred at room temperature for 1 hr. 1N Hydrochloric acid was added, and the reaction mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.90 g) as a colorless oil.

後処理

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-618f66ba255e432c8d4df778c0ed3d33
出典データセット
uspto-grants-2015_11
特許番号
US09181186B2

反応ノート

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