Imidazole → 4-(Dimethyl-tert-butylsilyl)oxybutan-1-ol

HRID 327349

반응식

HRID 327349 반응식
[CH2:1]([OH:6])[CH2:2][CH2:3][CH2:4][OH:5].[Si:7](Cl)([C:10]([CH3:13])([CH3:12])[CH3:11])([CH3:9])[CH3:8].N1C=CN=C1.C(OCC)(=O)C>C1COCC1.O>[Si:7]([O:5][CH2:4][CH2:3][CH2:2][CH2:1][OH:6])([C:10]([CH3:13])([CH3:12])[CH3:11])([CH3:9])[CH3:8]

참가 물질

7

반응물 4

HCID 795ImidazoleHCID 80641,4-ButanediolHCID 8857Ethyl AcetateHCID 28928tert-Butyldimethylsilyl chloride

생성물 1

HCID 1864034-(Dimethyl-tert-butylsilyl)oxybutan-1-ol수율 66.5%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 1,4-butanediol (10.54 g, 0.117 mol) in dry THF (100 mL) was treated with t-butyl dimethylsilylchloride (17.30 g, 0.114 mol) and imidazole (7.80 g, 0.114 mol). After 2 h at room temperature, work-up with ethyl acetate and water, followed by drying the organic phase and concentration, gave a crude product that was purified by silica gel flash chromatography (being eluted with 20% ethyl acetate in hexane) to yield 15.5 g (Y: 65%) of 4-(t-butyldimethylsilyloxy)-1-butanol (XXVIIa) as a colorless oil; 1H-NMR (CDCl3, 300 MHz) δ ppm: 3.58 (m, 4H) 1.58 (m, 4H) 0.84 (s, 9H) 0.01 (s, 6H).

후처리

  1. customby drying
  2. concentrationthe organic phase and concentration
  3. customgave a crude product that
  4. customwas purified by silica gel flash chromatography (being eluted with 20% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-d6628943fa9846129d186856ab16d51b
출처 데이터셋
uspto-grants-1993_12
특허 번호
US05272171

연결된 노트

불러오는 중…