Hydrochloric Acid → 3,5-dichloro-4-[3-((E)-2-carboxyvinyl)-4-isobutyr-amidophenoxy]phenylacetic acid

HRID 1269583ノート

反応式

HRID 1269583 の反応式
C[O:2][C:3](=[O:31])[CH2:4][C:5]1[CH:10]=[C:9]([Cl:11])[C:8]([O:12][C:13]2[CH:18]=[CH:17][C:16]([NH:19][C:20](=[O:24])[CH:21]([CH3:23])[CH3:22])=[C:15](/[CH:25]=[CH:26]/[C:27]([OH:29])=[O:28])[CH:14]=2)=[C:7]([Cl:30])[CH:6]=1.[Li+].[OH-].Cl>C1COCC1>[Cl:11][C:9]1[CH:10]=[C:5]([CH2:4][C:3]([OH:31])=[O:2])[CH:6]=[C:7]([Cl:30])[C:8]=1[O:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19][C:20](=[O:24])[CH:21]([CH3:23])[CH3:22])=[C:15](/[CH:25]=[CH:26]/[C:27]([OH:29])=[O:28])[CH:14]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 18448782HCID 18448782、化合物

生成物 1

HCID 102977453,5-dichloro-4-[3-((E)-2-carboxyvinyl)-4-isobutyr-amidophenoxy]phenylacetic acid収率 35.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Methyl{3,5-dichloro-4-[3-((E)-2-carboxyvinyl)-4-isobutyramidophenoxy]phenyl}acetate(10 mg, 0.02 mmol), LiOH (2 mL, 1N) and THF (1 mL) was stirred at room temperature for 16 hours. The reaction mixture was poured into an aqueous solution of hydrochloric acid (1N). The aqueous layer was extracted with ethyl acetate, and the combined organic layers was washed with water, dried over MgSO4, filtered, and concentrated at reduced pressure to give 3.2 mg (35%) of 3,5-dichloro-4-[3-((E)-2-carboxyvinyl)-4-isobutyr-amidophenoxy]phenylacetic acid, m/z 452.

後処理

  1. extractionThe aqueous layer was extracted with ethyl acetate
  2. washthe combined organic layers was washed with water
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated at reduced pressure

出典と根拠

ORDレコード
ord-6bd1486080c04a999e30edfbea4179be
出典データセット
uspto-grants-2007_04
特許番号
US07199265B2

反応ノート

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