p-Toluenesulfonic acid monohydrate → HCID 68957204, 화합물

HRID 2378061노트

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HRID 2378061 반응식
[CH3:1][O:2][C:3]([C:5]1([C:8]2(O)[O:12][N:11]=[C:10]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)[CH:9]2[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:7][CH2:6]1)=[O:4].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]([C:5]1([C:8]2[O:12][N:11]=[C:10]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)[C:9]=2[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:6][CH2:7]1)=[O:4]

참가 물질

4

반응물 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 68956458HCID 68956458, 화합물

생성물 1

HCID 68957204HCID 68957204, 화합물수율 39.7%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
64 °C

실험 절차

To a solution consisting of 1-[5-hydroxy-3-(4-methoxy-phenyl)-4-phenyl-4,5-dihydro-isoxazol-5-yl]-cyclopropanecarboxylic acid methyl ester (2354 g) in toluene (8 L) is added p-toluenesulfonic acid monohydrate (40.8 g.) The mixture is stirred at 64° C. for 6.5 hours and is subsequently filtered over Celite filter aid. The Celite cake is washed with toluene (2×1 L) and the filtrate is diluted with a mixture of isopropanol (6 L) and heptane (6 L) to form a precipitate. The precipitate is triturated to afford a solid. The solid is triturated in a mixture of isopropanol (6 L) and heptane (2 L) for 3.5 hours and is subsequently collected by filtration. The solid is dried to afford the synthetic intermediate 1-[3-(4-methoxy-phenyl)-4-phenyl-isoxazol-5-yl]-cyclopropanecarboxylic acid methyl ester (889 g.)

후처리

  1. filtrationis subsequently filtered over Celite
  2. filtrationfilter aid
  3. washThe Celite cake is washed with toluene (2×1 L)
  4. additionthe filtrate is diluted with a mixture of isopropanol (6 L) and heptane (6 L)
  5. customto form a precipitate
  6. customThe precipitate is triturated
  7. customto afford a solid
  8. customThe solid is triturated in a mixture of isopropanol (6 L) and heptane (2 L) for 3.5 hours
  9. filtrationis subsequently collected by filtration
  10. customThe solid is dried

출처 및 근거

ORD 기록
ord-9fe6e28f910d47fd9f865fef5bbc146e
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07470715B2

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