Dimethyl itaconate → 3-(3-Cyclopentyloxy-4-methoxy-phenyl)-5-methoxy carbonylmethyl-4,5-dihydro-isoxazol-5-carboxylic Acid Methyl Ester

HRID 1169848노트

반응식

HRID 1169848 반응식
[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][C:15]=2[O:16][CH3:17])[CH:10]=[N:11][OH:12])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:18][O:19][C:20](=[O:28])[C:21]([CH2:23][C:24]([O:26][CH3:27])=[O:25])=[CH2:22].Cl[O-].[Na+]>O1CCCC1.O>[CH3:18][O:19][C:20]([C:21]1([CH2:23][C:24]([O:26][CH3:27])=[O:25])[O:12][N:11]=[C:10]([C:9]2[CH:13]=[CH:14][C:15]([O:16][CH3:17])=[C:7]([O:6][CH:1]3[CH2:2][CH2:3][CH2:4][CH2:5]3)[CH:8]=2)[CH2:22]1)=[O:28]

참가 물질

6

반응물 3

HCID 69240Dimethyl itaconateHCID 28228453-Cyclopentyloxy-4-methoxybenzaldehyde oximeHCID 23665760Sodium Hypochlorite

생성물 1

HCID 686864923-(3-Cyclopentyloxy-4-methoxy-phenyl)-5-methoxy carbonylmethyl-4,5-dihydro-isoxazol-5-carboxylic Acid Methyl Ester

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
60 °C

실험 절차

To a solution of the compound obtained from step b above (1 eq) in tetrahydrofuran, was added dimethylitaconate (2 eq). The reaction mixture was stirred at 60° C. for 0.5 hours followed by the addition of sodium hypochlorite solution. The resulting reaction mixture was stirred at 60-70° C. for 5-6 hours. Tetrahydrofuran was removed under reduced pressure. The residue thus obtained was diluted with water, extracted with ethyl acetate, washed with saturated sodium chloride solution and water. The reaction mixture was dried over anhydrous sodium sulphate and concentrated under reduced pressure to furnish the title compound.

후처리

  1. customThe resulting reaction mixture
  2. stirringwas stirred at 60-70° C. for 5-6 hours
  3. customTetrahydrofuran was removed under reduced pressure
  4. customThe residue thus obtained
  5. extractionextracted with ethyl acetate
  6. washwashed with saturated sodium chloride solution and water
  7. dry with materialThe reaction mixture was dried over anhydrous sodium sulphate
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-abeda97ba5974419b8d98a14fff7b526
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07825147B2

반응 노트

불러오는 중…