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

HRID 49320

반응식

HRID 49320 반응식
[Br:1][C:2]1[S:6][C:5](/[C:7](/[CH3:17])=[CH:8]/[CH2:9][CH2:10][C:11]([CH2:15][CH3:16])([OH:14])[CH2:12][CH3:13])=[CH:4][CH:3]=1.C(N(CC)CC)C.FC(F)(F)S(O[Si:31]([CH2:36][CH3:37])([CH2:34][CH3:35])[CH2:32][CH3:33])(=O)=O.O>ClCCl.CN(C)C1C=CN=CC=1>[Br:1][C:2]1[S:6][C:5](/[C:7](/[CH3:17])=[CH:8]/[CH2:9][CH2:10][C:11]([CH2:15][CH3:16])([CH2:12][CH3:13])[O:14][Si:31]([CH2:36][CH3:37])([CH2:34][CH3:35])[CH2:32][CH3:33])=[CH:4][CH:3]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 2733308Triethylsilyl trifluoromethanesulphonateHCID 17934786(e)-7-(5-Bromo-2-thienyl)-3-ethyloct-6-en-3-ol

생성물 1

HCID 17934815[(e)-5-(5-Bromo-2-thienyl)-1,1-diethylhex-4-enyloxy]triethylsilane

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

2.2 g (6.9 mmol) of (E)-7-(5-bromo-2-thienyl)-3-ethyloct-6-en-3-ol are dissolved in 50 mL of dichloromethane. 25 mg (0.2 mmol) of 4-dimethylaminopyridine and 4.8 mL of triethylamine (34.8 mmol) are added and the reaction medium is cooled to 0° C. 3.9 mL (17.4 mmol) of triethylsilyl trifluoromethanesulphonate are added dropwise. After the addition, the reaction medium is warmed to room temperature and then treated with water and extracted with dichloromethane. After separation of the phases by settling, drying and concentration of the organic phases under reduced pressure, the residue obtained is purified by chromatography on a column of silica. A yellow oil is obtained (m=2.3 g; Y=97%).

후처리

  1. additionAfter the addition
  2. customthe reaction
  3. temperaturemedium is warmed to room temperature
  4. extractionextracted with dichloromethane
  5. customAfter separation of the phases
  6. customdrying
  7. customconcentration of the organic phases under reduced pressure, the residue obtained
  8. customis purified by chromatography on a column of silica
  9. customA yellow oil is obtained (m=2.3 g; Y=97%)

출처 및 근거

ORD 기록
ord-7f853feec8ee49778e0a9d7dd13d66e6
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06706725B1

연결된 노트

불러오는 중…