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

HRID 972237노트

반응식

HRID 972237 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-fd308d2c45654f12bcfe52db554f5dc1
출처 데이터셋
uspto-grants-1977_10
특허 번호
US04052407

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