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

HRID 49320

反応式

HRID 49320 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

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%).

後処理

  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%)

出典と根拠

ORDレコード
ord-7f853feec8ee49778e0a9d7dd13d66e6
出典データセット
uspto-grants-2004_03
特許番号
US06706725B1

関連ノート

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