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

HRID 49344

反応式

HRID 49344 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-61c3221b133044d69ab1c621e42a83c4
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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