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

HRID 13993

반응식

HRID 13993 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 21892291Methanol tetrahydrofuran water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2bd395877e524deeb1857eb1e0a7d7d2
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07727997B2

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