Triethylamine → 4-Bromo-2-((tert-butyldimethylsilyl)oxy)-6-methylpyridine

HRID 1924951ノート

反応式

HRID 1924951 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([OH:9])[CH:3]=1.[CH3:10][C:11]([Si:14](Cl)([CH3:16])[CH3:15])([CH3:13])[CH3:12].C(N(CC)CC)C>CN(C=O)C>[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([O:9][Si:14]([C:11]([CH3:13])([CH3:12])[CH3:10])([CH3:16])[CH3:15])[CH:3]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 28928tert-Butyldimethylsilyl chlorideHCID 178422452HCID 178422452、化合物

生成物 1

HCID 590230434-Bromo-2-((tert-butyldimethylsilyl)oxy)-6-methylpyridine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 4-bromo-6-methylpyridin-2-ol (376 mg, 2 mmol) in dry DMF (20 mL) is stirred under N2. TBDMS-Cl (600 mg, 4 mmol) is added, followed by triethylamine (0.97 mL, 7.00 mmol), and the mixture is stirred at rt for 1 h. The solution is poured into ice-water (170 mL) and extracted with diethyl ether (5×50 mL). The combined extracts are dried over Na2SO4 and the solvent is evaporated under reduced pressure. The residue is taken up in pentane (50 mL), dried over Na2SO4 and the solvent evaporated again, to afford the crude title compound as a yellow oil. This is used without further purification.

後処理

  1. extractionextracted with diethyl ether (5×50 mL)
  2. dry with materialThe combined extracts are dried over Na2SO4
  3. customthe solvent is evaporated under reduced pressure
  4. dry with materialdried over Na2SO4
  5. customthe solvent evaporated again

出典と根拠

ORDレコード
ord-4745503aa2ad4fe787912fc38fbb37b4
出典データセット
uspto-grants-2012_05
特許番号
US08178530B2

反応ノート

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