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

HRID 222565ノート

反応式

HRID 222565 の反応式
[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

参加物

6

反応物 3

HCID 795ImidazoleHCID 108982-BromoethanolHCID 94078tert-Butyldiphenylchlorosilane

生成物 1

HCID 10915442(2-Bromoethoxy)(tert-butyl)diphenylsilane収率 101.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c2f320f3e7f540439c86fa6a8d97a74d
出典データセット
uspto-grants-2012_06
特許番号
US08207329B2

反応ノート

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