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

HRID 1897643노트

반응식

HRID 1897643 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-9331f95532e24e80ba1ad17d2db88b5a
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08519124B2

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