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

HRID 1269583노트

반응식

HRID 1269583 반응식
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

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 18448782HCID 18448782, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6bd1486080c04a999e30edfbea4179be
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07199265B2

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