Methanol → 2-Carbomethoxy 4,5-dichlorobenzoic acid

HRID 715996

반응식

HRID 715996 반응식
[H-].[Na+].[Cl:3][C:4]1[CH:5]=[C:6]2[C:11](=[O:12])[O:10][C:8](=[O:9])[C:7]2=[CH:13][C:14]=1[Cl:15].[CH3:16][OH:17]>>[Cl:15][C:14]1[C:4]([Cl:3])=[CH:5][C:6]([C:11]([OH:10])=[O:12])=[C:7]([C:8]([O:17][CH3:16])=[O:9])[CH:13]=1

참가 물질

4

반응물 3

HCID 887Methanol2회HCID 24758Sodium hydrideHCID 703344,5-Dichlorophthalic anhydride

생성물 1

HCID 198042632-Carbomethoxy 4,5-dichlorobenzoic acid

실험 절차

To methanol (200 mL) was added sodium hydride (2.72 g, 60% dispersion, 68.0 mmol) portionwise under nitrogen at ambient temperature. To the solution was then added a solution of 4,5-dichlorophthalic anhydride (5.90 g, 27.2 mmol) in methanol (50 mL) dropwise under nitrogen at room temperature. The reaction was stirred for one hour and then concentrated to remove the methanol. The residue was taken up in aqueous 10% potassium carbonate solution and extracted with ethyl acetate (2×). The aqueous portion was acidified to pH 2 with 10% hydrochloric acid and extracted with ethyl acetate (3×), dried (Na2SO4) and concentrated to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 3.81 (s, 3H) 7.94-8.01 (m, 2H) 13.60-13.70 (br, 1H); MS (+DCI/NH3) m/z 266.0 [M+NH4]+.

후처리

  1. concentrationconcentrated
  2. customto remove the methanol
  3. extractionextracted with ethyl acetate (2×)
  4. extractionextracted with ethyl acetate (3×)
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8367126190964017a4493fe24d669fe1
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09187483B2

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