Triethylamine → [(e)-5-(4-Bromo-2-thienyl)-1,1-diethylhept-4-enyloxy]triethylsilane

HRID 49344

반응식

HRID 49344 반응식
[Br:1][C:2]1[CH:3]=[C:4](/[C:7](/[CH2:17][CH3:18])=[CH:8]/[CH2:9][CH2:10][C:11]([CH2:15][CH3:16])([OH:14])[CH2:12][CH3:13])[S:5][CH:6]=1.CN(C1C=CC=CN=1)C.C(N(CC)CC)C.FC(F)(F)S(O[Si:41]([CH2:46][CH3:47])([CH2:44][CH3:45])[CH2:42][CH3:43])(=O)=O>ClCCl.O>[Br:1][C:2]1[CH:3]=[C:4](/[C:7](/[CH2:17][CH3:18])=[CH:8]/[CH2:9][CH2:10][C:11]([CH2:15][CH3:16])([CH2:12][CH3:13])[O:14][Si:41]([CH2:46][CH3:47])([CH2:44][CH3:45])[CH2:42][CH3:43])[S:5][CH:6]=1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 218852-DimethylaminopyridineHCID 2733308Triethylsilyl trifluoromethanesulphonateHCID 69824523(e)-7-(4-Bromo-2-thienyl)-3-ethylnon-6-en-3-ol

생성물 1

HCID 69825241[(e)-5-(4-Bromo-2-thienyl)-1,1-diethylhept-4-enyloxy]triethylsilane

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

11.8 g (35.6 mmol) of (E)-7-(4-bromo-2-thienyl)-3-ethylnon-6-en-3-ol are dissolved in 150 mL of dichloromethane. 130 mg (1.1 mmol) of dimethylaminopyridine and 14.9 mL (107 mmol) of triethylamine are added. The reaction medium is cooled to 0° C. and 12.1 mL (53.4 mmol) of triethylsilyl trifluoromethanesulphonate are added dropwise. The medium is warmed to room temperature and stirred for 15 minutes, after which it is poured into 150 mL of water and extracted with dichloromethane. After chromatography on silica gel (eluent: heptane), the desired product is obtained in the form of a colourless oil (m=15 g; Y=100%).

후처리

  1. temperatureThe medium is warmed to room temperature
  2. extractionextracted with dichloromethane

출처 및 근거

ORD 기록
ord-61c3221b133044d69ab1c621e42a83c4
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06706725B1

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