Hydrogen Bromide → 1-(4-Bromophenyl)piperidin-4-ol

HRID 57591노트

반응식

HRID 57591 반응식
N[C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][CH:11]([OH:14])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.N([O-])=O.[Na+].[BrH:19]>O>[Br:19][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][CH:11]([OH:14])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 260Hydrogen Bromide2회HCID 167921071-(4-Aminophenyl)piperidin-4-olHCID 23668193Sodium Nitrite

생성물 1

HCID 235052161-(4-Bromophenyl)piperidin-4-ol

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a solution of 1-(4-aminophenyl)piperidin-4-ol (3.7 g, 319 mmol) in 60 mL of HBr 48%, a solution of NaNO2 (1.38 g, 20 mmol) in 15 mL of water was slowly added at 0° C. The mixture was stirred for 30 minutes and added to a solution of CuBr (1.57 g, 11 mmol) in 50 mL of HBr 48%. The resulting mixture was stirred and refluxed for 2 hours. The suspension thus obtained was partitioned between 2N NaOH and ethyl acetate. The organic layer was washed with aqueous NaCl, dried over Na2SO4 and concentrated to afford crude compound as grey solid 4.6 g. MS (m/z): 256 (M)+

후처리

  1. stirringThe resulting mixture was stirred
  2. temperaturerefluxed for 2 hours
  3. customThe suspension thus obtained
  4. customwas partitioned between 2N NaOH and ethyl acetate
  5. washThe organic layer was washed with aqueous NaCl
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-2e3d581441034e1da0235f7f7192df87
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434726B2

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