Iodine → 1-(4-Iodophenyl)piperazine

HRID 865332

반응식

HRID 865332 반응식
[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

참가 물질

5

반응물 2

HCID 807IodineHCID 70961-Phenylpiperazine

생성물 1

HCID 41478451-(4-Iodophenyl)piperazine수율 11.3%

시약·촉매·용매 2

HCID 164649Silver benzoate촉매HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-aa3c67212b77468bbdaffa11b14c6ed7
출처 데이터셋
uspto-grants-1996_10
특허 번호
US05565449

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