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

HRID 542866ノート

反応式

HRID 542866 の反応式
[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

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 74236Tetrabutylammonium Bromide触媒HCID 241Benzene溶媒2 回HCID 962Water溶媒

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-1a397368c6da4a98b7338c88d89d3cbb
出典データセット
uspto-grants-1987_04
特許番号
US04659726

反応ノート

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