Water → HCID 15635485、化合物

HRID 2251990ノート

反応式

HRID 2251990 の反応式
[Li]C(C)(C)C.[CH3:6][Si:7]([CH3:20])([CH3:19])[CH2:8][CH2:9][O:10][CH2:11][O:12][C:13]1[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=1.Cl[Si:22]([CH3:25])([CH3:24])[CH3:23].O>CCOCC>[CH3:23][Si:22]([CH3:25])([CH3:24])[C:18]1[CH:17]=[CH:16][N:15]=[CH:14][C:13]=1[O:12][CH2:11][O:10][CH2:9][CH2:8][Si:7]([CH3:20])([CH3:19])[CH3:6]

参加物

6

反応物 4

HCID 962WaterHCID 6397ChlorotrimethylsilaneHCID 15635484HCID 15635484、化合物HCID 178418306HCID 178418306、化合物

生成物 1

HCID 15635485HCID 15635485、化合物収率 60%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

Add t-BuLi dropwise to a −78° C. solution of 3-(2-trimethylsilanyl-ethoxymethoxy)-pyridine (1.98 g, 8,8 mmol) in Et2O (25 mL, freshly distilled over Na0). After 1 hour, add chlorotrimethylsilane (1.33 mL, 10.5 mmol) dropwise and allow reaction to warm slowly to RT. After 1.5 hours, add water (5 mL) dropwise to quench. Wash with saturated NaHCO3 solution and brine. Dry the combined organic layers over MgSO4 and concentrate. Purify the residue by flash chromatography on silica gel eluting with 0-30% EtOAc/hexanes to afford the title compound (1.57 g, 60%) as yellow oil. MS(IS) 298 (M+1). TLC: Rf=0.38 (35% EtOAc/hexanes).

後処理

  1. distillationfreshly distilled over Na0)
  2. customreaction
  3. waitAfter 1.5 hours
  4. customto quench
  5. washWash with saturated NaHCO3 solution and brine
  6. dry with materialDry the combined organic layers over MgSO4
  7. concentrationconcentrate
  8. customPurify the residue by flash chromatography on silica gel eluting with 0-30% EtOAc/hexanes

出典と根拠

ORDレコード
ord-c401222056084b2d9339e5842b83a215
出典データセット
uspto-grants-2008_01
特許番号
US07320994B2

反応ノート

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