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Citric Acid → 2-(5-Bromo-2-hydroxybenzamido)-4-phenylbenzoic acid

HRID 454577
노트
인쇄 미리보기

반응식

HRID 454577 반응식
C(=O)([O-])[O-].[K+].[K+].C([O:10][C:11]1[CH:38]=[CH:37][C:36]([Br:39])=[CH:35][C:12]=1[C:13]([NH:15][C:16]1[CH:28]=[C:27]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:26]=[CH:25][C:17]=1[C:18]([O:20]C(C)(C)C)=[O:19])=[O:14])(=O)C.C(O)(=O)CC(CC(O)=O)(C(O)=O)O.C(OCC)(=O)C>CO.O1CCOCC1>[Br:39][C:36]1[CH:37]=[CH:38][C:11]([OH:10])=[C:12]([CH:35]=1)[C:13]([NH:15][C:16]1[CH:28]=[C:27]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:26]=[CH:25][C:17]=1[C:18]([OH:20])=[O:19])=[O:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 311Citric AcidHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 66990421Tert-butyl 2-(2-acetoxy-5-bromobenzamido)-4-phenylbenzoate

생성물 1

HCID 585089632-(5-Bromo-2-hydroxybenzamido)-4-phenylbenzoic acid수율 70.2%

시약·촉매·용매 2

HCID 887
Methanol
용매
HCID 312751,4-Dioxane용매

실험 절차

Potassium carbonate (0.049 g) was added to a solution mixture of tert-butyl 2-(2-acetoxy-5-bromobenzamido)-4-phenylbenzoate (0.060 g) in methanol (1 mL) and dioxane (1 mL), followed by stirring at room temperature for 1 hour. A 10% aqueous solution of citric acid and ethyl acetate were added to the reaction mixture. The organic layer was separated, washed with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. Trifluoroacetic acid (5 mL) was added to the obtained residue, followed by stirring at room temperature for 2 hours. The solvent was evaporated under reduced pressure, and methanol was added to the obtained residue. The solid substance was collected by filtration to obtain 0.034 g of 2-(5-bromo-2-hydroxybenzamido)-4-phenylbenzoic acid as a white solid.

후처리

  1. customThe organic layer was separated
  2. washwashed with a saturated aqueous solution of sodium chloride
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. additionTrifluoroacetic acid (5 mL) was added to the obtained residue
  6. stirringby stirring at room temperature for 2 hours
  7. customThe solvent was evaporated under reduced pressure, and methanol
  8. additionwas added to the obtained residue
  9. filtrationThe solid substance was collected by filtration

출처 및 근거

ORD 기록
ord-665663a03fa442a098e0e2cb54e8f76f
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08492582B2

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