Hydrochloric Acid → HCID 15840673、化合物

HRID 342761ノート

反応式

HRID 342761 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:29][C:30]([O:32]C)=[O:31])[CH:5]=[CH:6][C:7]=1[S:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[C:22]([CH2:23][CH2:24][CH3:25])=[C:21]2[C:16]([CH:17]=[C:18]([CH2:27][CH3:28])[C:19](=[O:26])[O:20]2)=[CH:15][CH:14]=1.[OH-].[K+].CO.Cl>CO.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:29][C:30]([OH:32])=[O:31])[CH:5]=[CH:6][C:7]=1[S:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[C:22]([CH2:23][CH2:24][CH3:25])=[C:21]2[C:16]([CH:17]=[C:18]([CH2:27][CH3:28])[C:19](=[O:26])[O:20]2)=[CH:15][CH:14]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14797Potassium HydroxideHCID 15840672HCID 15840672、化合物

生成物 1

HCID 15840673HCID 15840673、化合物

試薬・触媒・溶媒 1

HCID 22242641Methanol--water (1/1)溶媒

反応条件

温度
30 °C

実験手順

To a solution of methyl 3-chloro-4-(3-ethyl-8-propyl-7-coumarinoxy)propylthio)phenylacetate (Example 3; 30 mg, 0.0613 mmol) 1.0 mL methanol:water (2:1) was added a 0.5M solution of potassium hydroxide in methanol (0.61 mL, 0.3061 mmol). The mixture was heated to 30° C. for two hours at which time the mixture was acidified to pH=3 with 1M hydrochloric acid. The aqueous solution was extracted with ethyl acetate and the combined organics were dried over magnesium sulfate, filtered, and the crude residue was purified by flash chromatography on silica gel (30% ethyl acetate/hexane/1% acetic acid) which provided the title compound

後処理

  1. extractionThe aqueous solution was extracted with ethyl acetate
  2. dry with materialthe combined organics were dried over magnesium sulfate
  3. filtrationfiltered
  4. customthe crude residue was purified by flash chromatography on silica gel (30% ethyl acetate/hexane/1% acetic acid) which

出典と根拠

ORDレコード
ord-600c286a0c6f4008a4727f2d255022f1
出典データセット
uspto-grants-1999_01
特許番号
US05859051

反応ノート

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