Imidazole → (2-Bromoethoxy)(tert-butyl)diphenylsilane

HRID 222565노트

반응식

HRID 222565 반응식
[Si:1](Cl)([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C=CN=C1.[Br:24][CH2:25][CH2:26][OH:27]>CCOCC.O>[Si:1]([O:27][CH2:26][CH2:25][Br:24])([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 795ImidazoleHCID 108982-BromoethanolHCID 94078tert-Butyldiphenylchlorosilane

생성물 1

HCID 10915442(2-Bromoethoxy)(tert-butyl)diphenylsilane수율 101.1%

시약·촉매·용매 2

HCID 962Water용매HCID 3283Diethyl Ether용매

실험 절차

A mixture of tert-butyldiphenylsilyl chloride (20.32 g, 74.03 mmol) and imidazole (6.25 g, 91.9 mmol) was treated dropwise with 2-bromoethanol (47, 5 mL, 8.87 g, 70.8 mmol). Stirring was continued for 12 h. The mixture was diluted with Et2O and water. The phases were separated, and the aqueous layer was extracted Et2O. The organic extract was washed with water and dried over Na2SO4. Concentration of the sample yielded a pale brown oil (26.01 g, 97%): 1H NMR δ 1.11 (s, 9H), 3.45 (t, J=6.3 Hz, 2H), 3.96 (t, J=6.3 Hz, 2H), 7.42-7.47 (m, 6H), 7.70-7.73 (m, 4H); 13C NMR δ 19.52, 27.03, 33.43, 64.24, 128.04, 130.10, 133.49, 135.84.

후처리

  1. customThe phases were separated
  2. extractionthe aqueous layer was extracted Et2O
  3. extractionThe organic extract
  4. washwas washed with water
  5. dry with materialdried over Na2SO4

출처 및 근거

ORD 기록
ord-c2f320f3e7f540439c86fa6a8d97a74d
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08207329B2

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