反応 #60493

ord-dfe99c3ce2a543f192d80bfdd4dfe622

反応条件

温度
220°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他During the reaction
  2. 2
    その他the excess hydrogen chloride gas in the reactor was removed several times with nitrogen gas
  3. 3
    workup.STIRRINGthe mixture was stirred for 1 hour under the same conditions
  4. 4
    温度The reaction mixture was cooled to room temperature
  5. 5
    抽出extraction
  6. 6
    抽出The aqueous layer was again extracted with chloroform
  7. 7
    洗浄washed with brine
  8. 8
    乾燥dried over anhydrous magnesium sulfate
  9. 9
    ろ過The desiccant was filtered off
  10. 10
    濃縮the filtrate was concentrated under reduced pressure
  11. 11
    その他The resultant residue was purified by NH silica gel column chromatography (ethyl acetate/heptane)

実験手順

A mixture of the crude product of 4-methoxy-2-(3,3,5,5-tetramethylcyclohexyl)phenylamine produced in Example (85b), bis(2-chloroethyl)amine hydrochloride (770 mg, 4.33 mmol) and 1,2-dichlorobenzene (10 ml) was stirred for 2 hours at an external temperature of 220° C. During the reaction, the excess hydrogen chloride gas in the reactor was removed several times with nitrogen gas. Bis(2-chloroethyl)amine hydrochloride (180 mg, 1.01 mmol) was then added and the mixture was stirred for 1 hour under the same conditions. The reaction mixture was cooled to room temperature, saturated aqueous solution of sodium hydrogencarbonate was added and extraction was performed with chloroform. The aqueous layer was again extracted with chloroform, and the organic layers were combined, washed with brine and then dried over anhydrous magnesium sulfate. The desiccant was filtered off and the filtrate was concentrated under reduced pressure. The resultant residue was purified by NH silica gel column chromatography (ethyl acetate/heptane) to give 660 mg of the title compound as a brown solid.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07425554B2uspto-grants-2008_09