Ethyl Thioglycolate → Ethyl 3-methyl-5-[4-(trifluoromethyl)phenyl]thiophene-2-carboxylate

HRID 9638

反応式

HRID 9638 の反応式
[H-].[Na+].F[P-](F)(F)(F)(F)F.Cl[C:11]([C:18]1[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][CH:19]=1)=[CH:12][C:13](=[N+](C)C)[CH3:14].[C:28]([O:32][CH2:33][CH3:34])(=[O:31])[CH2:29][SH:30]>C(O)C>[CH3:14][C:13]1[CH:12]=[C:11]([C:18]2[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][CH:19]=2)[S:30][C:29]=1[C:28]([O:32][CH2:33][CH3:34])=[O:31]

参加物

5

反応物 3

HCID 12185Ethyl ThioglycolateHCID 24758Sodium hydrideHCID 86593913N-{3-chloro-1-methyl-3-[4-(trifluoromethyl)phenyl]prop-2-enylidene}-N-methylmethanaminium hexafluorophosphate2 回

生成物 1

HCID 15946279Ethyl 3-methyl-5-[4-(trifluoromethyl)phenyl]thiophene-2-carboxylate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
110 °C

実験手順

Sodium hydride (60% dispersion in mineral oil, 0.528 g) was added to dry ethanol (20 ml), N-{3-chloro-1-methyl-3-[4-(trifluoromethyl)phenyl]prop-2-enylidene}-N-methylmethanaminium hexafluorophosphate (intermediate 34, 2.8 g) was added followed by ethyl thioglycolate (0.79 g) and the mixture heated at 110° C. for 2 hours under nitrogen. The cooled mixture was concentrated in vacuo and the residue partitioned between water and diethyl ether. The organic layer was collected, dried over magnesium sulphate and concentrated to give the title compound as a brown solid.

後処理

  1. additionwas added
  2. concentrationThe cooled mixture was concentrated in vacuo
  3. customthe residue partitioned between water and diethyl ether
  4. customThe organic layer was collected
  5. dry with materialdried over magnesium sulphate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-6ea3ca517d7342f6ac2c54fa506a38d2
出典データセット
uspto-grants-2006_08
特許番号
US07091237B2

関連ノート

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