Iodine → 1-(4-Iodophenyl)piperazine

HRID 865332ノート

反応式

HRID 865332 の反応式
[I:1]I.[C:3]1([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>C(O)(=O)C.C([O-])(=O)C1C=CC=CC=1.[Ag+]>[I:1][C:6]1[CH:7]=[CH:8][C:3]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[CH:4][CH:5]=1

参加物

5

反応物 2

HCID 807IodineHCID 70961-Phenylpiperazine

生成物 1

HCID 41478451-(4-Iodophenyl)piperazine収率 11.3%

試薬・触媒・溶媒 2

HCID 164649Silver benzoate触媒HCID 176Acetic Acid溶媒

実験手順

Over a period of 15 minutes samples of iodine (8.62 grams, 0.034 mol) and silver benzoate (7.78 grams, 0.034mol) were added in portions to a magnetically stirred solution of 5 grams of 1-phenylpiperazine in 80 mL acetic acid. The mixture stirred for Ihour. The solvent was evaporated and the residue partioned between 150 mL diethyl ether and 150 mL 2N sodium hydroxide. The organic layer was washed with 100 mL water, 100 mL brine, then dried over potassium carbonate and concentrated in vacuo to yield 1.0 gram (11%) of 1-(4-iodophenyl)-piperzine (110°-115° C.). The material obtained wasused without further purification. 1H NMR (CDCl3, dTMS) 7.51 (2H, d, 3JHH =9 Hz, m-ArH), 6.69 (2H, d, 3JHH =9 Hz, o-ArH), 3.17 (4H, m), 3.04 (4H, m). 13C NMR (CDCl3) 151.36, 137.73, 118.05, 81.35, 49.92, 45.95.

後処理

  1. customThe solvent was evaporated
  2. washThe organic layer was washed with 100 mL water, 100 mL brine
  3. dry with materialdried over potassium carbonate
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-aa3c67212b77468bbdaffa11b14c6ed7
出典データセット
uspto-grants-1996_10
特許番号
US05565449

反応ノート

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