Ethyl Acetate → 2-Methyl-4-(6-carbomethoxyhexyl)-thiazole-5-carbaldehyde

HRID 972237ノート

反応式

HRID 972237 の反応式
[CH3:1][C:2]1[S:3][C:4]([CH2:17][OH:18])=[C:5]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])[N:6]=1.C(OCC)(=O)C.CCCCCCC>ClCCl>[CH3:1][C:2]1[S:3][C:4]([CH:17]=[O:18])=[C:5]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])[N:6]=1

参加物

5

反応物 3

HCID 8857Ethyl AcetateHCID 8900HeptaneHCID 214064172-Methyl-4-(6-carbomethoxyhexyl)-5-hydroxymethyl-thiazole

生成物 1

HCID 214064152-Methyl-4-(6-carbomethoxyhexyl)-thiazole-5-carbaldehyde収率 77.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

The solution of 2.8 g of crude 2-methyl-4-(6-carbomethoxyhexyl)-5-hydroxymethyl thiazole (XII, R1 = CH3) in 25 ml of dichloromethane was dropwise added to the solution of 16 g of chromium trioxide-dipyiridine complex in 320 ml of dichloromethane. Stirring of the reaction mixture was continued for 30 minutes, then the reaction mixture was filtered and the filtrate was evaporated in vacuo. After purifying the crude product obtained as evaporation residue, by preparative thin layer chromatography using a silica gel layer as adsorbent and a mixture of 50 % ethyl acetate and 50 % of n-heptane as running solvent, 2.15 g of 2-methyl-4-(6-carbomethoxyhexyl)-thiazole-5-carbaldehyde (XIII, R1 = CH3) were obtained.

後処理

  1. filtrationthe reaction mixture was filtered
  2. customthe filtrate was evaporated in vacuo
  3. customAfter purifying the crude product
  4. customobtained as evaporation residue, by preparative thin layer chromatography

出典と根拠

ORDレコード
ord-fd308d2c45654f12bcfe52db554f5dc1
出典データセット
uspto-grants-1977_10
特許番号
US04052407

反応ノート

読み込み中…