Ethyl Acetate → Methyl 3-methylsulfonyl-5-(pyrrol-1-yl)benzoate

HRID 399791노트

반응식

HRID 399791 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([S:12]([CH3:15])(=[O:14])=[O:13])[CH:5]=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].CO[CH:18]1[CH2:22][CH2:21][CH:20](OC)O1.C(OCC)(=O)C.C(=O)([O-])[O-].[K+].[K+]>C(O)(=O)C.O>[CH3:15][S:12]([C:4]1[CH:5]=[C:6]([CH:11]=[C:2]([N:1]2[CH:18]=[CH:22][CH:21]=[CH:20]2)[CH:3]=1)[C:7]([O:9][CH3:10])=[O:8])(=[O:14])=[O:13]

참가 물질

7

반응물 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 790982,5-DimethoxytetrahydrofuranHCID 18945412Methyl 3-amino-5-(methylsulfonyl)benzoate

생성물 1

HCID 18945432Methyl 3-methylsulfonyl-5-(pyrrol-1-yl)benzoate

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

The mixture of methyl 5-amino-3-methylsulfonylbenzoate (1.5 g) and 2,5-dimethoxytetrahydrofuran (1.3 ml) in acetic acid (4.5 ml) was heated under reflux for 2 hours under stirring. After cooling, the mixture was poured into a mixture of ethyl acetate and water, and adjusted to pH 8 with 20% aqueous potassium carbonate solution. The separated organic layer was washed with brine and dried over magnesium sulfate. The solvent was removed by concentration and the residue was triturated with diisopropyl ether to give methyl 3-methylsulfonyl-5-(pyrrol-1-yl)benzoate (1.58 g).

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. temperatureAfter cooling
  4. washThe separated organic layer was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. customThe solvent was removed by concentration
  7. customthe residue was triturated with diisopropyl ether

출처 및 근거

ORD 기록
ord-43600cd00ec94bc1aedc71ed6ce3b30a
출처 데이터셋
uspto-grants-1998_10
특허 번호
US05824691

반응 노트

불러오는 중…