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Sodium Iodide → 2-{4-[5-(3,5-Dichloro-phenyl)-2-methyl-5-trifluoromethyl-2,5-dihydro-isoxazol-3-yl]-2-methyl-benzyl}-isoindole-1,3-dione

HRID 405704
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인쇄 미리보기

반응식

HRID 405704 반응식
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]([CH3:26])[O:11][C:12]([C:18]3[CH:23]=[C:22]([Cl:24])[CH:21]=[C:20]([Cl:25])[CH:19]=3)([C:14]([F:17])([F:16])[F:15])[CH:13]=2)=[CH:5][C:4]=1[CH3:27].[C:28]1(=[O:38])[NH:32][C:31](=[O:33])[C:30]2=[CH:34][CH:35]=[CH:36][CH:37]=[C:29]12.[K].[I-].[Na+].CCCCCC>CN(C)C=O.O>[Cl:25][C:20]1[CH:19]=[C:18]([C:12]2([C:14]([F:15])([F:17])[F:16])[O:11][N:10]([CH3:26])[C:9]([C:6]3[CH:7]=[CH:8][C:3]([CH2:2][N:32]4[C:28](=[O:38])[C:29]5[C:30](=[CH:34][CH:35]=[CH:36][CH:37]=5)[C:31]4=[O:33])=[C:4]([CH3:27])[CH:5]=3)=[CH:13]2)[CH:23]=[C:22]([Cl:24])[CH:21]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 5238Sodium IodideHCID 8058HexaneHCID 24194345Phthalimide potassium saltHCID 53371510HCID 53371510, 화합물

생성물 1

HCID 533715112-{4-[5-(3,5-Dichloro-phenyl)-2-methyl-5-trifluoromethyl-2,5-dihydro-isoxazol-3-yl]-2-methyl-benzyl}-isoindole-1,3-dione수율 98%

시약·촉매·용매 2

HCID 962
Water
용매
HCID 6228Dimethylformamide용매

실험 절차

524 mg of 3-(4-Chloromethyl-3-methyl-phenyl)-5-(3,5-dichloro-phenyl)-2-methyl-5-trifluoromethyl-2,5-dihydro-isoxazole, 216 mg of potassium phthalimide and 10 mg sodium iodide in 7 ml N,N-dimethylformamide were stirred at ambient temperature overnight. The mixture was diluted with water (100 ml) and extracted with 200 ml of ether. The organic phase was washed with water and dried. Evaporation of the solvent afforded a foam. Trituration with hexane gave 2-{4-[5-(3,5-Dichloro-phenyl)-2-methyl-5-trifluoromethyl-2,5-dihydro-isoxazol-3-yl]-2-methyl-benzyl}-isoindole-1,3-dione as a white solid in 98% yield. 1H-NMR (CDCl3, δ in ppm): 7.88 (m, 2H), 7.75 (m, 2H), 7.22-7.43 (m, 6H), 5.30 (s, 1H), 4.86 (s, 2H), 2.96 (s, 3H), 2.50 (s, 3H).

후처리

  1. extractionextracted with 200 ml of ether
  2. washThe organic phase was washed with water
  3. customdried
  4. customEvaporation of the solvent
  5. customafforded a foam

출처 및 근거

ORD 기록
ord-63ffad0637a44e57b601922de6217b47
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08754053B2

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