Potassium Carbonate → 4-(1-Oxo-2-ethyl-6,7-dichloro-5-indanyloxy)-butyric Acid

HRID 1834699ノート

反応式

HRID 1834699 の反応式
[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]2[C:5]([CH2:6][CH:7]([CH2:13][CH3:14])[C:8]2=[O:12])=[CH:4][C:3]=1[OH:15].C(=O)([O-])[O-].[K+].[K+].Br[CH2:23][CH2:24][CH2:25][C:26]([O:28]CC)=[O:27].[OH-].[K+]>CN(C)C=O.CO.O>[O:12]=[C:8]1[C:9]2[C:5](=[CH:4][C:3]([O:15][CH2:23][CH2:24][CH2:25][C:26]([OH:28])=[O:27])=[C:2]([Cl:1])[C:10]=2[Cl:11])[CH2:6][CH:7]1[CH2:13][CH3:14]

参加物

8

反応物 4

HCID 11430Potassium CarbonateHCID 14797Potassium HydroxideHCID 76300Ethyl 4-bromobutyrateHCID 128572202-Ethyl-5-hydroxy-6,7-dichloroindanone

生成物 1

HCID 203739044-(1-Oxo-2-ethyl-6,7-dichloro-5-indanyloxy)-butyric Acid

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

6,7-Dichloro-2-ethyl-5-hydroxy-1-indanone (24.5 g., 0.1 mole) and anhydrous potassium carbonate (15.2 g., 0.11 mole) is stirred in dimethylformamide (100 ml.) while ethyl 4-bromobutyrate (21.4 g., 0.1 mole) is added dropwise. The mixture is stirred and heated at 55°-60° C. for two hours. Potassium hydroxide (7.92 g., 0.141 mole) in methanol (60 ml.) is then added. The solid mass that forms is broken up and the mixture is stirred at 80°-85° C. for 11/2 hours and poured into water (500 ml.). The aqueous mixture is heated to boiling, filtered and acidified (6N HCl). The solid that separates is collected, washed with water, air-dried and recrystallized from ethylacetate to obtain 25.6 g. of 4-(1(1-oxo-2-ethyl-6,7-dichloro-5-indanyloxy)butyric acid, m.p. 146°-148° C.

後処理

  1. additionis added dropwise
  2. temperatureheated at 55°-60° C. for two hours
  3. stirringthe mixture is stirred at 80°-85° C. for 11/2 hours
  4. temperatureThe aqueous mixture is heated
  5. filtrationfiltered
  6. customThe solid that separates is collected
  7. washwashed with water
  8. customair-dried
  9. customrecrystallized from ethylacetate
  10. customto obtain 25.6 g

出典と根拠

ORDレコード
ord-c84bbac34a7e4a3088fd02379803e0d5
出典データセット
uspto-grants-1978_01
特許番号
US04070539

反応ノート

読み込み中…