Hydrochloric Acid → Tert-butyl(dimethyl)[2-(4-methylphenyl)ethoxy]silane

HRID 1897643ノート

反応式

HRID 1897643 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][OH:10])=[CH:4][CH:3]=1.N1C=CN=[CH:12]1.[Si:16](Cl)([C:19]([CH3:22])([CH3:21])[CH3:20])([CH3:18])[CH3:17].Cl>CN(C)C=O>[C:19]([Si:16]([CH3:18])([CH3:17])[O:10][CH2:9][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([CH3:12])=[CH:3][CH:4]=1)([CH3:22])([CH3:21])[CH3:20]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 728512-(4-Bromophenyl)ethanol

生成物 1

HCID 23548147Tert-butyl(dimethyl)[2-(4-methylphenyl)ethoxy]silane収率 120.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To N,N-dimethylformamide (6 mL) solution of 2-(4-bromophenyl)ethanol (552 mg), imidazole (248 mg) and tert-butyldimethylsilyl chloride (453 mg) were added. The reaction solution was stirred at room temperature for 3 hours. To the reaction solution, 1N-hydrochloric acid (10 mL) was added. The aqueous layer was extracted twice with ethyl acetate. The combined organic layer was washed with water and saturated brine and then dried over anhydrous magnesium sulfate. After removing the anhydrous magnesium sulfate by filtration, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography (n-hexane:ethyl acetate=1:0→97:3) to obtain the title compound (829 mg) having the following physical properties.

後処理

  1. extractionThe aqueous layer was extracted twice with ethyl acetate
  2. washThe combined organic layer was washed with water and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customAfter removing the anhydrous magnesium sulfate
  5. filtrationby filtration
  6. concentrationthe filtrate was concentrated under reduced pressure
  7. customThe residue was purified by silica gel chromatography (n-hexane:ethyl acetate=1:0→97:3)

出典と根拠

ORDレコード
ord-9331f95532e24e80ba1ad17d2db88b5a
出典データセット
uspto-grants-2013_08
特許番号
US08519124B2

反応ノート

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