Bromine → 1-(4-Bromo-3-methylphenyl)piperazine hydrochloride

HRID 1371994노트

반응식

HRID 1371994 반응식
[ClH:1].Cl.[CH3:3][C:4]1[CH:5]=[C:6]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH:7]=[CH:8][CH:9]=1.[Br:16]Br>C(O)(=O)C.O>[ClH:1].[Br:16][C:9]1[CH:8]=[CH:7][C:6]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[CH:5][C:4]=1[CH3:3]

참가 물질

5

반응물 2

HCID 24408BromineHCID 831101-(m-Tolyl)piperazine dihydrochloride

생성물 1

HCID 210710171-(4-Bromo-3-methylphenyl)piperazine hydrochloride

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

To a solution of 966 mg (4.0 mmol) of 1-(3-Methylphenyl)piperazine dihydrochloride in 9 mL of acetic acid and 1 mL of water at 0° C. was added 640 mg (4.0 mmol) of bromine. After 1 hour, the reaction was concentrated to an oil in vacuo, and the oil was partitioned between ethyl acetate and 1M NaOH. The phases were separated, and the ethyl acetate phase was washed once each with water and brine, dried over Na2SO4, filtered, and the filtrate was concentrated to an oil in vacuo. The oil was dissolved in a minimum volume of methanol, and the solution was acidified with 2M HCl in ether. The product was isolated by filtration. 1H NMR (D2O, 400 MHz) 7.37 (d, 1H), 6.85 (s, 1H), 6.76 (d, 1H), 3.37 (m, 8H), 2.17 (s, 3H) ppm.

후처리

  1. concentrationthe reaction was concentrated to an oil in vacuo
  2. customthe oil was partitioned between ethyl acetate and 1M NaOH
  3. customThe phases were separated
  4. washthe ethyl acetate phase was washed once each with water and brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationthe filtrate was concentrated to an oil in vacuo
  8. dissolutionThe oil was dissolved in a minimum volume of methanol
  9. customThe product was isolated by filtration

출처 및 근거

ORD 기록
ord-25113aa914db4229ae8967981cf18283
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07157464B2

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