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Hydrochloric Acid → 4,5-Diphenyl-2-oxazoleoctanoic Acid

HRID 257619
ノート
印刷プレビュー

反応式

HRID 257619 の反応式
[C:1]1([C:7]2[N:8]=[C:9]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]([O:27]C)=[O:26])[O:10][C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].CO.Cl>O>[C:1]1([C:7]2[N:8]=[C:9]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]([OH:27])=[O:26])[O:10][C:11]=2[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
参加物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 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 15232721Methyl 4,5-diphenyl-2-oxazoleoctanoate

生成物 1

HCID 99759574,5-Diphenyl-2-oxazoleoctanoic Acid

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

A mixture of methyl 4,5-diphenyl-2-oxazoleoctanoate (7.00 g, 18.5 mmol), 5N sodium hydroxide solution (7.42 mL), water (100 mL) and methanol (20 mL) was heated on a steam bath for 45 minutes. After stirring at room temperature for 75 minutes, the mixture was diluted with water (150 mL), heated on a steam bath for 10 minutes and then allowed to stir overnight at room temperature. The mixture was heated to reflux for 1 hour, cooled, acidified with 2N hydrochloric acid solution and extracted with CH2Cl2. The combined extracts were dried over sodium sulfate and concentrated in vacuo to give an oil that crystallized. Recrystallization from a mixture of diethyl ether, CH2Cl2 and hexanes furnished 4,5-diphenyl-2-ozazoleoctanoic acid (5.25 g, 77%), m.p. 70°-73° C.

後処理

  1. temperaturewas heated on a steam bath for 45 minutes
  2. temperatureheated on a steam bath for 10 minutes
  3. stirringto stir overnight at room temperature
  4. temperatureThe mixture was heated
  5. temperatureto reflux for 1 hour
  6. temperaturecooled
  7. extractionextracted with CH2Cl2
  8. dry with materialThe combined extracts were dried over sodium sulfate
  9. concentrationconcentrated in vacuo
  10. customto give an oil
  11. customthat crystallized
  12. customRecrystallization
  13. additionfrom a mixture of diethyl ether, CH2Cl2 and hexanes
  14. customfurnished 4,5-diphenyl-2-ozazoleoctanoic acid (5.25 g, 77%), m.p. 70°-73° C.

出典と根拠

ORDレコード
ord-95564d5254164aafbecc5274cc70d4a3
出典データセット
uspto-grants-1993_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05262540

反応ノート

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