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Triethylsilane → 3-(2-Oxo-1,2,5,6-tetrahydro-pyridin-3-yl)-propionic acid methyl ester

HRID 2261403
ノート
印刷プレビュー

反応式

HRID 2261403 の反応式
[CH3:1][O:2][C:3](=[O:24])[CH2:4][CH2:5][C:6]1[C:7](=[O:23])[N:8](CC2C=CC(OC)=CC=2OC)[CH2:9][CH2:10][CH:11]=1.C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[CH3:1][O:2][C:3](=[O:24])[CH2:4][CH2:5][C:6]1[C:7](=[O:23])[NH:8][CH2:9][CH2:10][CH:11]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 12052TriethylsilaneHCID 16720333HCID 16720333、化合物

生成物 1

HCID 167203353-(2-Oxo-1,2,5,6-tetrahydro-pyridin-3-yl)-propionic acid methyl ester収率 74%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

反応条件

温度
80 °C

実験手順

310 mg of 3-[1-(2,4-dimethoxybenzyl)-2-oxo-1,2,5,6-tetrahydro-pyridin-3-yl]-propionic acid methyl ester (d) (0.93 mmol) was dissolved in 3 ml of trifluoroacetic acid solution. Then 0.22 ml of triethyl silane (1.395 mmol) was added thereto and the mixture was heated for 20 min at 80° C. The solvent was removed in vacuo and the remaining residue was diluted in 20 ml of chloroform. The organic layer was washed with 5 ml of sat. NaHCO3 solution and 5 ml of sat. NaCl solution. Then the organic layer was dried over anhydrous MgSO4, filtered and concentrated in vacuo. The resulting compound was purified by column chromatography on Silica gel with EtOAc solvent as an eluant to give 126 mg (yield: 55%) of the title compound (f).

後処理

  1. customThe solvent was removed in vacuo
  2. additionthe remaining residue was diluted in 20 ml of chloroform
  3. washThe organic layer was washed with 5 ml of sat. NaHCO3 solution and 5 ml of sat. NaCl solution
  4. dry with materialThen the organic layer was dried over anhydrous MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe resulting compound was purified by column chromatography on Silica gel with EtOAc solvent as an eluant

出典と根拠

ORDレコード
ord-1b74a4fa4c0c463da5bc8c5308868b1b
出典データセット
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07846963B2

反応ノート

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