Imidazole → HCID 58815901, compound

HRID 2245889Notes

Reaction equation

HRID 2245889 reaction equation
N1C=CN=C1.[CH2:6]([NH:8][CH2:9][CH2:10][OH:11])[CH3:7].Cl[Si:13]([CH2:18][CH3:19])([CH2:16][CH3:17])[CH2:14][CH3:15]>C(Cl)Cl>[CH2:6]([NH:8][CH2:9][CH2:10][O:11][Si:13]([CH2:18][CH3:19])([CH2:16][CH3:17])[CH2:14][CH3:15])[CH3:7]

Participants

5

Reactant 3

HCID 795Imidazole2×HCID 80722-(Ethylamino)ethanolHCID 13819Chlorotriethylsilane

Product 1

HCID 58815901HCID 58815901, compoundYield 105.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Imidazole (18.15 g) was added to the solution of 2-(ethylamino)ethanol (9.14 g) in CH2Cl2 (200 mL) at room temperature. The mixture was stirred for 10 minutes until all imidazole were dissolved. The solution was cooled in ice bath for 20 minutes. Chlorotriethylsilane (15.46 g) was added to the solution via a syringe. The solution was stirred under nitrogen for overnight, while it was warmed up to room temperature. The reaction solution was washed by H2O (150 mL×3), brine (150 mL×1), dried by Na2SO4 and concentrated to give crude ethyl-(2-triethylsilanyloxy-ethyl)-amine (21.94 g), which was used in next step without further purification. 1H NMR (300 MHz, DMSO-d6) □ 3.58 (t, 2H, J=6.0 Hz), 2.53 (m, 4H), 1.41 (s, 1H), 0.93 (m, 12H), 0.54 (q, 6H, J=8.0 Hz).

Workup

  1. dissolutionwere dissolved
  2. temperatureThe solution was cooled in ice bath for 20 minutes
  3. washThe reaction solution was washed by H2O (150 mL×3), brine (150 mL×1)
  4. dry with materialdried by Na2SO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-dbf33ae88a434cca82f8cbeec6037645
Source dataset
uspto-grants-2010_03
Patent number
US07683168B2

Reaction notes

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