Methyl iodide → Methyl 2-amino-5-(propan-2-yloxy)benzoate

HRID 1070401노트

반응식

HRID 1070401 반응식
[CH:1]([O:4][C:5]1[CH:6]=[CH:7][C:8]([NH2:14])=[C:9]([CH:13]=1)[C:10]([OH:12])=[O:11])([CH3:3])[CH3:2].[H-].[Na+].[CH3:17]I.OS([O-])(=O)=O.[K+].[O-]S([O-])(=O)=O.[Na+].[Na+]>CN(C=O)C>[CH3:17][O:11][C:10](=[O:12])[C:9]1[CH:13]=[C:5]([O:4][CH:1]([CH3:3])[CH3:2])[CH:6]=[CH:7][C:8]=1[NH2:14]

참가 물질

6

반응물 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 127191892-Amino-5-(propan-2-yloxy)benzoic acidHCID 86586342KHSO4 Na2SO4

생성물 1

HCID 13052308Methyl 2-amino-5-(propan-2-yloxy)benzoate수율 13.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 5-isopropoxy-2-amino-benzoic acid (806 mg) in DMF (10 mL) was added 60% in oil NaH (182 mg, 4.53 mmol) at 0-5° C. under an argon atmosphere. The ice bath was removed and the mixture was stirred for 40 min at room temperature. After addition of methyl iodide (0.33 mL, 5.45 mmol) the mixture was stirred at room temperature for an additional 6 h. 10% KHSO4/Na2SO4 was added and the mixture was extracted, washed with brine, dried (Na2SO4), and concentrated to dryness. Purification by chromatography gave 114 mg of 5-isopropoxy-2-amino-benzoic acid methyl ester.

후처리

  1. customThe ice bath was removed
  2. stirringwas stirred at room temperature for an additional 6 h
  3. extractionthe mixture was extracted
  4. washwashed with brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated to dryness
  7. customPurification by chromatography

출처 및 근거

ORD 기록
ord-c77e9a02071f455a8348f80f04503007
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06903086B2

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