Potassium Iodide → Octyl p-(2-thenoyl)hydratropate

HRID 258889

反応式

HRID 258889 の反応式
[C:1]1([C:6]([C:8]2[CH:18]=[CH:17][C:11]([CH:12]([CH3:16])[C:13]([OH:15])=[O:14])=[CH:10][CH:9]=2)=[O:7])[S:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].[CH2:21](Br)[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28].[I-].[K+].[OH-].[Na+]>O.CN(C)P(N(C)C)(N(C)C)=O>[C:1]1([C:6]([C:8]2[CH:18]=[CH:17][C:11]([CH:12]([CH3:16])[C:13]([O:15][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[O:14])=[CH:10][CH:9]=2)=[O:7])[S:5][CH:4]=[CH:3][CH:2]=1

参加物

8

反応物 5

HCID 4875Potassium IodideHCID 5359SuprofenHCID 81401-BromooctaneHCID 14798Sodium HydroxideHCID 24758Sodium hydride

生成物 1

HCID 12232954Octyl p-(2-thenoyl)hydratropate

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 12679Hexamethylphosphoramide溶媒

実験手順

To a stirred mixture of 5.2 parts of p-(2-thenoyl)hydratropic acid in 50 parts of dry hexamethylphosphoramide are added 0.86 parts of sodium hydride dispersion 55.3% and the whole is stirred for 1.5 hours. Then there are added 3.86 parts of octyl bromide and 0.01 parts of potassium iodide. Upon completion, stirring is continued for 18 hours at room temperature. The reaction mixture is poured onto benzene and the whole is shaken successively twice with water, twice with sodium hydroxide solution and again twice with water. The organic phase is dried, filtered and evaporated. The residue is taken up in ether and stirred with activated charcoal. The latter is filtered off and the filtrate is evaporated again. The residue is purified by column-chromatography with chloroform. The pure fractions are collected and the solvent is evaporated, yielding octyl p-(2-thenoyl)hydratropate as a residue.

後処理

  1. stirringUpon completion, stirring
  2. waitis continued for 18 hours at room temperature
  3. additionThe reaction mixture is poured onto benzene
  4. customThe organic phase is dried
  5. filtrationfiltered
  6. customevaporated
  7. stirringstirred with activated charcoal
  8. filtrationThe latter is filtered off
  9. customthe filtrate is evaporated again
  10. customThe residue is purified by column-chromatography with chloroform
  11. customThe pure fractions are collected
  12. customthe solvent is evaporated

出典と根拠

ORDレコード
ord-353a4af598504256a63ec6136961e3c1
出典データセット
uspto-grants-1977_07
特許番号
US04035376

関連ノート

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