Potassium Iodide → 1-[3-(6-Fluoro-1,2-benzisoxazol-3-yl)propyl]-4-phenylpiperazine oxalate

HRID 64613ノート

反応式

HRID 64613 の反応式
[C:1]1([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[CH2:14][CH2:15][CH2:16][C:17]1[C:21]2[CH:22]=[CH:23][C:24]([F:26])=[CH:25][C:20]=2[O:19][N:18]=1.[C:27](=[O:30])([OH:29])[O-].[Na+].[I-].[K+].CN(C)C=[O:37]>>[C:20]([OH:19])(=[O:37])[C:27]([OH:29])=[O:30].[F:26][C:24]1[CH:23]=[CH:22][C:21]2[C:17]([CH2:16][CH2:15][CH2:14][N:10]3[CH2:11][CH2:12][N:7]([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)[CH2:8][CH2:9]3)=[N:18][O:19][C:20]=2[CH:25]=1

参加物

6

反応物 5

HCID 4875Potassium IodideHCID 6228DimethylformamideHCID 70961-PhenylpiperazineHCID 516892Sodium BicarbonateHCID 109108803-(3-Chloropropyl)-6-fluorobenzo[d]isoxazole

生成物 1

HCID 135207311-[3-(6-Fluoro-1,2-benzisoxazol-3-yl)propyl]-4-phenylpiperazine oxalate

反応条件

温度
100 °C

実験手順

To 35 ml of dry dimethylformamide was added 1.6 g of 4-phenylpiperazine, 2.1 g of 3-(3-chloropropyl)-6-fluoro-1,2-benzisoxazole, 8.0 g of sodium bicarbonate, and a few crystals of potassium iodide. The mixture was heated at 100° C. for three hrs, with stirring. The mixture was filtered and the filtrate was evaporated to an oil. The oil was stirred with 100 ml of water for five mins and then extracted with ether. The ether extract was washed with water (2×), saturated sodium chloride solution, and dried over anhydrous magnesium sulfate. After filtering, the solution was converted to 4.0 g (70%) of product, by treatment with ethereal oxalic acid. Recrystallization twice from ethyl acetate/methanol/ether yielded the analytical sample mp 188°-190° C. (dec).

後処理

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated to an oil
  3. stirringThe oil was stirred with 100 ml of water for five mins
  4. extractionextracted with ether
  5. extractionThe ether extract
  6. washwas washed with water (2×), saturated sodium chloride solution
  7. dry with materialdried over anhydrous magnesium sulfate
  8. filtrationAfter filtering
  9. customRecrystallization twice from ethyl acetate/methanol/ether
  10. customyielded the analytical sample mp 188°-190° C. (dec)

出典と根拠

ORDレコード
ord-d16ef50e04834e06baec5083ad8bc421
出典データセット
uspto-grants-1986_09
特許番号
US04609658

反応ノート

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