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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
ノート
印刷プレビュー

反応式

HRID 405704 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 5238Sodium IodideHCID 8058HexaneHCID 24194345Phthalimide potassium saltHCID 53371510HCID 53371510、化合物

生成物 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-dione収率 98%

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-63ffad0637a44e57b601922de6217b47
出典データセット
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08754053B2

反応ノート

読み込み中…

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