Hydrochloric Acid → HCID 15840671、化合物

HRID 342757ノート

反応式

HRID 342757 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]([C:17]([CH2:27][CH3:28])=[CH:18][C:19](=[O:26])[O:20]2)=[CH:15][CH:14]=1.[OH-].[K+].Cl>CO.O.CO>[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]([C:17]([CH2:27][CH3:28])=[CH:18][C:19](=[O:26])[O:20]2)=[CH:15][CH:14]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 15840670HCID 15840670、化合物

生成物 1

HCID 15840671HCID 15840671、化合物

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 22242641Methanol--water (1/1)溶媒

反応条件

温度
40 °C

実験手順

To a solution of methyl 3-chloro-4-(3-(4-ethyl-8-propyl-7-coumarinoxy)propylthio)phenylacetate (Example 1; 82 mg, 0.1677 mmol) in 1.2 mL methanol:water (1:1) was added a 0.5M solution of potassium hydroxide in methanol. The mixture was heated to 40° C. for two hours at which time the mixture was acidified to pH=3 with 1M aqueous 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-a30c04ac4b43426089b48b5e595810af
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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