Methyl iodide → HCID 21533737、化合物

HRID 1657465ノート

反応式

HRID 1657465 の反応式
ClC1C=CC(C2SC(CC(OC)=O)=CC=2)=CC=1.[H-].[Na+].CI.[CH3:22][C:23]([CH3:40])([C:28]1[S:29][C:30]([C:33]2[CH:38]=[CH:37][C:36]([Cl:39])=[CH:35][CH:34]=2)=[CH:31][CH:32]=1)[C:24]([O:26]C)=[O:25]>O1CCOCC1>[CH3:22][C:23]([CH3:40])([C:28]1[S:29][C:30]([C:33]2[CH:38]=[CH:37][C:36]([Cl:39])=[CH:35][CH:34]=2)=[CH:31][CH:32]=1)[C:24]([OH:26])=[O:25]

参加物

6

反応物 4

HCID 6328Methyl iodide2 回HCID 24758Sodium hydride2 回HCID 13030795Methyl [5-(4-chlorophenyl)thiophen-2-yl]acetateHCID 53736027HCID 53736027、化合物

生成物 1

HCID 21533737HCID 21533737、化合物

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

Methyl 5-p-chlorophenylthien-2-ylacetate (1 g.) was dissolved in dry dioxan (10 ml.). Sodium hydride (0.1 g.) was added, the mixture was stirred for 30 minutes, and methyl iodide (0.6 g.) was then added. The mixture was refluxed for 30 minutes, cooled, and further sodium hydride (0.1 g.) and methyl iodide (1.1 ml.) were added. The mixture was refluxed for 2 hours, cooled and evaporated in vacuo to give an oil which was chromatographed on a column of Florisil (column: 9 inches long × 1 inch diameter) which was eluted with a mixture of equal volumes of benzene and petroleum ether (b.p. 60°-80°C.). The first 350 ml. of eluate was evaporated in vacuo to give an oil. This oil, which was mainly methyl α,α-dimethyl-α-(5-p-chlorophenylthien-2-yl)acetate, was hydrolysed by conventional means and gave α,α -dimethyl-α-(5-p-chlorophenylthien-2yl)-acetic acid, m.p. 146°-148°C.

後処理

  1. temperatureThe mixture was refluxed for 30 minutes
  2. temperaturecooled
  3. temperatureThe mixture was refluxed for 2 hours
  4. temperaturecooled
  5. customevaporated in vacuo
  6. customto give an oil which
  7. customwas chromatographed on a column of Florisil (column
  8. wash9 inches long × 1 inch diameter) which was eluted with a mixture of equal volumes of benzene and petroleum ether (b.p. 60°-80°C.)
  9. customof eluate was evaporated in vacuo
  10. customto give an oil

出典と根拠

ORDレコード
ord-ec64d90f2e2c4407a2ea1df2a2935bee
出典データセット
uspto-grants-1976_06
特許番号
US03960893

反応ノート

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