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

HRID 1436642ノート

反応式

HRID 1436642 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-f52d462cb0b645ce8f9d4ddf6f3121f0
出典データセット
uspto-grants-2009_11
特許番号
US07618978B2

反応ノート

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