Lithium hydroxide, monohydrate → 3-Bromo-5-[(dipropylamino)carbonyl]Benzoic Acid

HRID 13993

反応式

HRID 13993 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([C:12]([N:14]([CH2:18][CH2:19][CH3:20])[CH2:15][CH2:16][CH3:17])=[O:13])[CH:11]=1)[C:5]([O:7]C)=[O:6].O.[OH-].[Li+]>C1COCC1.O.CO>[Br:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([C:12]([N:14]([CH2:18][CH2:19][CH3:20])[CH2:15][CH2:16][CH3:17])=[O:13])[CH:11]=1)[C:5]([OH:7])=[O:6]

参加物

4

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 21939662Methyl 3-bromo-5-(dipropylcarbamoyl)benzoate

生成物 1

HCID 112903703-Bromo-5-[(dipropylamino)carbonyl]Benzoic Acid

試薬・触媒・溶媒 1

HCID 21892291Methanol tetrahydrofuran water溶媒

実験手順

To a solution of methyl 3-bromo-5-[(dipropylamino)carbonyl]benzoate (XXI, PREPARATION 3, 1.4 g, 4.1 mmol) in THF/water/methanol (4/2/2, 8 mL) is added to lithium hydroxide monohydrate (0.17 g, 4.05 mmol). The mixture is stirred at 20 degrees-25 degrees C. for 1 hour and then solvent is removed under reduced pressure. The residue is dissolved in water (50 mL) and hydrochloric acid (1 N) is added to adjust the pH to about 3. The aqueous mixture is extracted with ethyl acetate and the organic phase is separated and dried over magnesium sulfate to give the title compound. Analytical calculated for C14H18BrNO3: C, 51.23; H, 5.53; N, 4.27; Br, 24.35. Found: C, 51.37; H, 5.56; N, 4.28.

後処理

  1. customsolvent is removed under reduced pressure
  2. dissolutionThe residue is dissolved in water (50 mL)
  3. additionhydrochloric acid (1 N) is added
  4. extractionThe aqueous mixture is extracted with ethyl acetate
  5. customthe organic phase is separated
  6. dry with materialdried over magnesium sulfate

出典と根拠

ORDレコード
ord-2bd395877e524deeb1857eb1e0a7d7d2
出典データセット
uspto-grants-2010_06
特許番号
US07727997B2

関連ノート

読み込み中…