Sodium Hydroxide → Thiazole, 4,5-bis(4-methoxyphenyl)-2-(1-(propoxymethyl)-1H-pyrrol-2-yl)-

HRID 542866노트

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HRID 542866 반응식
[CH2:1]([O:4][CH2:5]Cl)[CH2:2][CH3:3].[OH-].[Na+].[CH3:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[N:18]=[C:19]([C:30]3[NH:31][CH:32]=[CH:33][CH:34]=3)[S:20][C:21]=2[C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)=[CH:13][CH:12]=1>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C1C=CC=CC=1.O>[CH3:9][O:10][C:11]1[CH:12]=[CH:13][C:14]([C:17]2[N:18]=[C:19]([C:30]3[N:31]([CH2:5][O:4][CH2:1][CH2:2][CH3:3])[CH:32]=[CH:33][CH:34]=3)[S:20][C:21]=2[C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)=[CH:15][CH:16]=1

참가 물질

7

반응물 3

HCID 14798Sodium HydroxideHCID 3063502Thiazole, 4,5-bis(4-methoxyphenyl)-2-(1H-pyrrol-2-yl)-HCID 109644311-(Chloromethoxy)propane

생성물 1

HCID 3063492Thiazole, 4,5-bis(4-methoxyphenyl)-2-(1-(propoxymethyl)-1H-pyrrol-2-yl)-수율 83%

시약·촉매·용매 3

HCID 74236Tetrabutylammonium Bromide촉매HCID 241Benzene용매2회HCID 962Water용매

실험 절차

4,5-Bis(4-methoxyphenyl)-2-(pyrrol-2-yl)thiazole obtained in the same manner as described in Reference Example 6 (1.81 g, 5 mmole), chloromethyl n-propyl ether (0.65 g, 6 mmole), and tetra-n-butylammonium bromide (0.16 g, 0.5 mmole) are refluxed in two phases of benzene (20 ml) and 50% aqueous sodium hydroxide (20 ml) for 20 minutes. To the mixture are added water and benzene under ice-cooling, and the mixture is shaken. The benzene layer is taken, washed with water, dried over anhydrous magnesium sulfate, and distilled under reduced pressure to remove the solvent. The residue is subjected to silica gel column chromatography (solvent, ethyl acetate:cyclohexane=1:20) to give oily 4,5-bis(4-methoxyphenyl)-2-(1-n-propoxymethylpyrrol-2-yl)thiazole (1.80 g, yield: 83%).

후처리

  1. temperaturecooling
  2. washwashed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationdistilled under reduced pressure
  5. customto remove the solvent

출처 및 근거

ORD 기록
ord-1a397368c6da4a98b7338c88d89d3cbb
출처 데이터셋
uspto-grants-1987_04
특허 번호
US04659726

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