Sodium Hydroxide → 2-(4-Methoxy-3-propoxyphenyl)-4-(5-carbonyl-2-furyl)thiazole

HRID 1804871ノート

反応式

HRID 1804871 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:10][CH:11]=[C:12]([C:14]3[O:15][C:16]([C:19](OC)=[O:20])=[CH:17][CH:18]=3)[N:13]=2)=[CH:5][C:4]=1[O:23][CH2:24][CH2:25][CH3:26].O1CCOCC1.[OH-].[Na+]>CO>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:10][CH:11]=[C:12]([CH:14]3[CH:18]=[CH:17][C:16](=[C:19]=[O:20])[O:15]3)[N:13]=2)=[CH:5][C:4]=1[O:23][CH2:24][CH2:25][CH3:26]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 185116982-(4-Methoxy-3-propoxyphenyl)-4-(5-methoxycarbonyl-2-furyl)thiazole

生成物 1

HCID 865842582-(4-Methoxy-3-propoxyphenyl)-4-(5-carbonyl-2-furyl)thiazole収率 47.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a suspension of 970 mg of 2-(4-methoxy-3-propoxyphenyl)-4-(5-methoxycarbonyl-2-furyl)thiazole in 30 ml of methanol was added 20 ml of 1,4-dioxane and 5 ml of a 5 N aqueous sodium hydroxide solution. The reaction mixture was refluxed for 3 hours, then concentrated approximately 1/10. Water was added to the residue, and washed with ethyl acetate. To the aqueous layer was acidified with 5 N hydrochloric acid, and extracted with ethyl acetate. The combined organic layer was washed with water and a saturated aqueous sodium chloride solution, and dried with magnesium sulfate. Evaporation the solution, the residue was recrystallized from ethyl acetate to obtain 420 mg of 2-(4-methoxy-3-propoxyphenyl)-4-(5-carbonyl-2-furyl)thiazole as a white powder. mp. 191.0-192.0° C.

後処理

  1. temperatureThe reaction mixture was refluxed for 3 hours
  2. concentrationconcentrated approximately 1/10
  3. additionWater was added to the residue
  4. washwashed with ethyl acetate
  5. extractionextracted with ethyl acetate
  6. washThe combined organic layer was washed with water
  7. dry with materiala saturated aqueous sodium chloride solution, and dried with magnesium sulfate
  8. customEvaporation the solution
  9. customthe residue was recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-a1e7d7bc0a544513a9119fb36248199c
出典データセット
uspto-grants-2013_01
特許番号
US08354439B2

反応ノート

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