Lithium hydroxide, monohydrate → 2-(4-Trifluoromethylphenyl)nicotinic acid

HRID 51916

反応式

HRID 51916 の反応式
C([O:3][C:4](=[O:21])[C:5]1[CH:10]=[CH:9][CH:8]=[N:7][C:6]=1[C:11]1[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=1)C.O.[OH-].[Li+]>O1CCCC1CO.O>[F:19][C:17]([F:18])([F:20])[C:14]1[CH:13]=[CH:12][C:11]([C:6]2[N:7]=[CH:8][CH:9]=[CH:10][C:5]=2[C:4]([OH:21])=[O:3])=[CH:16][CH:15]=1

参加物

4

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 579874152-(4-Trifluoromethyl-phenyl)-nicotinic acid ethyl ester

生成物 1

HCID 222627192-(4-Trifluoromethylphenyl)nicotinic acid収率 101.9%

試薬・触媒・溶媒 1

HCID 66577907Tetrahydrofuran-methanol water溶媒

実験手順

2-(4-Trifluoromethyl-phenyl)-nicotinic acid ethyl ester (2.33 g, 7.9 mmol) was dissolved in 40 ml of a 3:1:1 mixture of tetrahydrofuran-methanol-water, and lithium hydroxide monohydrate (828 mg, 19.8 mmol) was added. After stirring overnight at room temperature, the volatiles were removed under vacuum and 75 ml of water was added to the mixture, which was brought to pH 2 with 1N HCl. The resulting slurry was extracted with 2×100 ml of ethyl acetate, the combined organic layers were washed with brine, dried (magnesium sulfate), filtered and concentrated under vacuum to provide 2.15 g of the title compound as a colorless solid.

後処理

  1. additionwas added
  2. customthe volatiles were removed under vacuum and 75 ml of water
  3. additionwas added to the mixture, which
  4. extractionThe resulting slurry was extracted with 2×100 ml of ethyl acetate
  5. washthe combined organic layers were washed with brine
  6. dry with materialdried (magnesium sulfate)
  7. filtrationfiltered
  8. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-5c0e912c0bed4bc0a348eec2ec6c0d3f
出典データセット
uspto-grants-2004_03
特許番号
US06713489B2

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