Ammonium Chloride → Oxybuprocaine Impurity 4

HRID 417304노트

반응식

HRID 417304 반응식
[CH2:1]([O:5][C:6]1[CH:7]=[C:8]([CH:13]=[CH:14][C:15]=1[N+:16]([O-])=O)[C:9]([O:11][CH3:12])=[O:10])[CH2:2][CH2:3][CH3:4].[NH4+].[Cl-]>CO.[Zn]>[CH3:12][O:11][C:9](=[O:10])[C:8]1[CH:13]=[CH:14][C:15]([NH2:16])=[C:6]([O:5][CH2:1][CH2:2][CH2:3][CH3:4])[CH:7]=1

참가 물질

5

반응물 2

HCID 25517Ammonium ChlorideHCID 60451708HCID 60451708, 화합물

생성물 1

HCID 43380148Oxybuprocaine Impurity 4수율 82%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 887Methanol용매

실험 절차

A solution of methyl 3-butoxy-4-nitrobenzoate (2.5 g, 9.9 mmol) in methanol (100 mL) was added an aqueous solution (50 mL) of NH4Cl (5.3 g, 99 mmol), followed by activated zinc (Aldrich, 6.5 g, 99 mmol). The reaction mixture was stirred at room temperature for 1 h. The mixture was filtered through a short pad of celite. The mixture was concentrated. The residue was partitioned between ethyl acetate and water. The organic layer was separated, and aqueous layer was extracted with ethyl acetate. The combined organic extract was washed with water, brine, dried over MgSO4, and concentrated to give 4-amino-3-butoxy-benzoic acid methyl ester as a yellow solid (1.8 g, 82%).

후처리

  1. filtrationThe mixture was filtered through a short pad of celite
  2. concentrationThe mixture was concentrated
  3. customThe residue was partitioned between ethyl acetate and water
  4. customThe organic layer was separated
  5. extractionaqueous layer was extracted with ethyl acetate
  6. extractionThe combined organic extract
  7. washwas washed with water, brine
  8. dry with materialdried over MgSO4
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-43ff1c2d3ffa4f8680200bbbdf429899
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08088815B2

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