Water → 1-(5-Bromo-3-(tert-butyl)-2-methoxyphenyl]piperazine

HRID 1295971노트

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HRID 1295971 반응식
[Br:1][C:2]1[CH:3]=[C:4]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:5]([O:9][CH3:10])=[C:6]([CH:8]=1)[NH2:7].Cl.Cl[CH2:17][CH2:18][NH:19][CH2:20][CH2:21]Cl.C(=O)([O-])[O-].[K+].[K+].O>ClC1C=CC=CC=1Cl>[Br:1][C:2]1[CH:3]=[C:4]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:5]([O:9][CH3:10])=[C:6]([N:7]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)[CH:8]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 522769Bis(2-chloroethyl)amine hydrochlorideHCID 229301555-Bromo-3-tert-butyl-2-methoxyaniline

생성물 1

HCID 589099601-(5-Bromo-3-(tert-butyl)-2-methoxyphenyl]piperazine수율 116.7%

시약·촉매·용매 1

HCID 72391,2-Dichlorobenzene용매

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온도
200 °C

실험 절차

5-Bromo-3-(tert-butyl)-2-methoxyaniline (311 g) and bis(2-chloroethyl)amine hydrogenchloride (251 g) were suspended in 4 L of 1,2-dichlorobenzene, and the mixture was vigorously stirred for 22 hours at an external temperature of 200° C. The mixture was cooled to room temperature, and then potassium carbonate (620 g) and water were added and extraction was performed with methylene chloride (6 L). After drying over magnesium sulfate, the solvent was distilled off under reduced pressure to yield a black oil (460 g). Purification was performed by NH-silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (161 g) as blackish purple solid (41%).

후처리

  1. temperatureThe mixture was cooled to room temperature
  2. extractionextraction
  3. dry with materialAfter drying over magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-9848f11ea81d4af1b6e7c7a5f8fe965e
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07244730B2

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