Lithium Hydroxide → 2-Pyridinecarboxylicacid,5-(2,2,3,3-tetrafluoropropoxy)-

HRID 571747ノート

反応式

HRID 571747 の反応式
[OH-].[Li+].[F:3][C:4]([F:20])([CH:17]([F:19])[F:18])[CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]([O:15]C)=[O:14])=[N:11][CH:12]=1>C1COCC1.O>[F:20][C:4]([F:3])([CH:17]([F:19])[F:18])[CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]([OH:15])=[O:14])=[N:11][CH:12]=1

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 574758745-(2,2,3,3-Tetrafluoro-propoxy)-pyridine-2-carboxylic acid methyl ester

生成物 1

HCID 574758552-Pyridinecarboxylicacid,5-(2,2,3,3-tetrafluoropropoxy)-収率 93%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
60 °C

実験手順

Lithium hydroxide (469 mg, 19.6 mmol) is added to a solution of methyl 5-(2,2,3,3-tetrafluoropropoxy)pyridine-2-carboxylate (1.047 mg, 3.92 mmol) in THF (7 mL) and water (7 mL). The reaction mixture is stirred for 1 hour at 60° C., cooled to ambient temperature, quenched with 1 M HCl (20 mL), diluted with brine and extracted with dichloromethane (3 times). The organic layers are combined, dried over MgSO4, filtered, and concentrated under reduced pressure to give the title compound (921 mg, 93%). ES/MS (m/e): 254.0 (M+1).

後処理

  1. temperaturecooled to ambient temperature
  2. customquenched with 1 M HCl (20 mL)
  3. additiondiluted with brine
  4. extractionextracted with dichloromethane (3 times)
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-71bf07925f1542c8b3527966e4d90b39
出典データセット
uspto-grants-2015_05
特許番号
US09029367B2

反応ノート

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