Hydrochloric Acid → 5-(2,2-Difluorovinyl)-N-methyl-N-propyl-isophthalamic acid

HRID 732499

반응식

HRID 732499 반응식
C([O:3][C:4](=[O:22])[C:5]1[CH:17]=[C:16]([CH:18]=[C:19]([F:21])[F:20])[CH:15]=[C:7]([C:8]([N:10]([CH3:14])[CH2:11][CH2:12][CH3:13])=[O:9])[CH:6]=1)C.[OH-].[Li+].Cl>C1COCC1>[F:20][C:19]([F:21])=[CH:18][C:16]1[CH:15]=[C:7]([C:8]([N:10]([CH3:14])[CH2:11][CH2:12][CH3:13])=[O:9])[CH:6]=[C:5]([CH:17]=1)[C:4]([OH:22])=[O:3]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 688145195-(2,2-Difluorovinyl)-N-methyl-N-propyl-isophthalamic acid ethyl ester

생성물 1

HCID 688140405-(2,2-Difluorovinyl)-N-methyl-N-propyl-isophthalamic acid수율 44%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Stir a solution of 5-(2,2-difluorovinyl)-N-methyl-N-propyl-isophthalamic acid ethyl ester (187 mg, 0.63 mmol), 1 N lithium hydroxide (2.5 mL, 2.5 mmol) and THF (2.5 mL) at room temperature overnight. Partition the reaction between ethyl acetate and water. Acidify the aqueous with 5 N HCl and extract with ethyl acetate. Dry (magnesium sulfate), concentrate and purify (silica gel chromatography, eluting with 2:98 to 6:94 methanol:dichloromethane with 1% acetic acid) to give the title compound (78 mg, 44%).

후처리

  1. customPartition
  2. customthe reaction between ethyl acetate and water
  3. extractionextract with ethyl acetate
  4. dry with materialDry (magnesium sulfate)
  5. concentrationconcentrate
  6. custompurify
  7. wash(silica gel chromatography, eluting with 2:98 to 6:94 methanol:dichloromethane with 1% acetic acid)

출처 및 근거

ORD 기록
ord-742e24919a8547b198ae5de791cb4012
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585885B2

연결된 노트

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