Hydrochloric Acid → Piperazine, 1-[4-bromo-2-(1,1-dimethylethyl)phenyl]-, hydrochloride (1:2)

HRID 534822노트

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HRID 534822 반응식
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([C:9]([CH3:12])([CH3:11])[CH3:10])[CH:3]=1.[ClH:13].[Cl:14][CH2:15][CH2:16][NH:17][CH2:18][CH2:19]Cl.[OH-].[Na+].Cl>COCCOCCOC.C(OCC)(=O)C.CCOCC>[ClH:14].[ClH:13].[Br:1][C:2]1[CH:8]=[CH:7][C:5]([N:6]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)=[C:4]([C:9]([CH3:12])([CH3:11])[CH3:10])[CH:3]=1

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 522769Bis(2-chloroethyl)amine hydrochlorideHCID 119590004-bromo-2-tert-butylphenylamine

생성물 1

HCID 66751142Piperazine, 1-[4-bromo-2-(1,1-dimethylethyl)phenyl]-, hydrochloride (1:2)수율 40%

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 8150Diglyme용매HCID 8857Ethyl Acetate용매

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온도
170 °C

실험 절차

A suspension of 4-bromo-2-tert-butylaniline (Reference Example 8, 25.0 g, 110 mmol) and bis(2-chloroethyl)amine hydrochloride (21.5 g, 120 mmol) in diethylene glycol dimethyl ether (157 mL) was stirred for 3 days at 170° C. It was cooled to room temperature, added 1 M sodium hydroxide solution (50 mL), and extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give crude product. It was diluted with ethyl acetate and ether (50:50) and added 1 M hydrochloric acid solution to provide 1-(4-bromo-2-tert-butylphenyl)piperazine dihydrochloride (16.2 g, 40%) as a gray solid.

후처리

  1. temperatureIt was cooled to room temperature
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customto give crude product

출처 및 근거

ORD 기록
ord-aded8697d3b843e78c6180e5a9014580
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08853215B2

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