Methyl iodide → HCID 21533737, 화합물

HRID 1657465노트

반응식

HRID 1657465 반응식
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]

참가 물질

6

반응물 4

HCID 6328Methyl iodide2회HCID 24758Sodium hydride2회HCID 13030795Methyl [5-(4-chlorophenyl)thiophen-2-yl]acetateHCID 53736027HCID 53736027, 화합물

생성물 1

HCID 21533737HCID 21533737, 화합물

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ec64d90f2e2c4407a2ea1df2a2935bee
출처 데이터셋
uspto-grants-1976_06
특허 번호
US03960893

반응 노트

불러오는 중…