Hydrochloric Acid → 2-Methyl-4-[3-(3-methylbenzothiophen-2-yl)propionyl]phenoxyacetic acid

HRID 241361ノート

反応式

HRID 241361 の反応式
[CH3:1][C:2]1[CH:14]=[C:13]([C:15](=[O:28])[CH2:16][CH2:17][C:18]2[S:19][C:20]3[CH:27]=[CH:26][CH:25]=[CH:24][C:21]=3[C:22]=2[CH3:23])[CH:12]=[CH:11][C:3]=1[O:4][CH2:5][C:6]([O:8]CC)=[O:7].O.O.[OH-].[Li+].Cl>C(O)C>[CH3:1][C:2]1[CH:14]=[C:13]([C:15](=[O:28])[CH2:16][CH2:17][C:18]2[S:19][C:20]3[CH:27]=[CH:26][CH:25]=[CH:24][C:21]=3[C:22]=2[CH3:23])[CH:12]=[CH:11][C:3]=1[O:4][CH2:5][C:6]([OH:8])=[O:7]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 66884017Ethyl 2-methyl-4-[3-(3-methylbenzothiophen-2-yl)propionyl]phenoxyacetate

生成物 1

HCID 444664652-Methyl-4-[3-(3-methylbenzothiophen-2-yl)propionyl]phenoxyacetic acid収率 59%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of ethyl 2-methyl-4-[3-(3-methylbenzothiophen-2-yl)propionyl]phenoxyacetate in ethanol (2 mL)/water (1 mL) was added lithium hydroxide monohydrate (70 mg, 1.7 mmol). The mixture was heated under reflux for 1 hour, cooled at room temperature. After addition of ice, the resultant mixture was acidified with 1M hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure, and the residue was recrystallized from ethyl acetate/hexane to give the titled compound as a pale yellow crystal (120 mg, 59%).

後処理

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 1 hour
  3. additionAfter addition of ice
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with saturated brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe solvent was removed under reduced pressure
  8. customthe residue was recrystallized from ethyl acetate/hexane

出典と根拠

ORDレコード
ord-68ce6f8b703842e2abe2215af376ec9a
出典データセット
uspto-grants-2014_02
特許番号
US08648208B2

反応ノート

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