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1-Butanol → 2-(4-Hexylphenyl)-5-[4-(3-trimethylsilylpropoxy)phenyl]-1,3-thiazole

HRID 1587267
ノート
印刷プレビュー

反応式

HRID 1587267 の反応式
[CH2:1]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[S:14][C:15]([C:18]3[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=3)=[CH:16][N:17]=2)=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[OH-].[K+].C(O)CCC.C1(C)C=CC(S(O[CH2:42][CH2:43][CH2:44][Si:45]([CH3:48])([CH3:47])[CH3:46])(=O)=O)=CC=1>O>[CH2:1]([C:7]1[CH:8]=[CH:9][C:10]([C:13]2[S:14][C:15]([C:18]3[CH:19]=[CH:20][C:21]([O:24][CH2:42][CH2:43][CH2:44][Si:45]([CH3:48])([CH3:47])[CH3:46])=[CH:22][CH:23]=3)=[CH:16][N:17]=2)=[CH:11][CH:12]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 2631-ButanolHCID 14797Potassium HydroxideHCID 19757554HCID 19757554、化合物HCID 233547624-{2-(4-Hexylphenyl)thiazole-5-yl}phenol

生成物 1

HCID 197575732-(4-Hexylphenyl)-5-[4-(3-trimethylsilylpropoxy)phenyl]-1,3-thiazole収率 70.8%

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

反応条件

温度
100 °C

実験手順

0.34 g (1.0 mM) of 2-(4-hexylphenyl)-5-(4-hydroxyphenyl)-1,3-thiazole, 0.07 g of 85%-KOH and 12 ml of n-butanol were mixed. To the mixture, 0.29 g (1.0 mM) of 3-(trimethylsilyl)propyl p-toluenesulfonate was added dropwise under stirring at 100° C., followed by further stirring for 9 hours at 100° C. After the reaction, the reaction mixture was poured into water and extracted with ethyl acetate, followed by washing with water and drying with anhydrous magnesium sulfate. The magnesium sulfate in the resultant mixture was filtered off and the filtrate was condensed into a solid, followed by purification by silica gel column chromatography (eluent: toluene) and recrystallization from a mixture solvent (ethanol/ethyl acetate) to obtain 0.32 g of 2-(4-hexylphenyl)-5-[4-(3-trimethylsilylpropoxy)phenyl]-1,3-thiazole (Yield: 70.8%). ##STR81##

後処理

  1. stirringby further stirring for 9 hours at 100° C
  2. customAfter the reaction
  3. extractionextracted with ethyl acetate
  4. washby washing with water
  5. dry with materialdrying with anhydrous magnesium sulfate
  6. filtrationThe magnesium sulfate in the resultant mixture was filtered off
  7. customcondensed into a solid
  8. customfollowed by purification by silica gel column chromatography (eluent: toluene) and recrystallization from a mixture solvent (ethanol/ethyl acetate)

出典と根拠

ORDレコード
ord-3d4044e875fc41a684e5547f6f926eff
出典データセット
uspto-grants-1993_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05217645

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート