تفاعل #60493

ord-dfe99c3ce2a543f192d80bfdd4dfe622

المذيبات

ظروف التفاعل

درجة الحرارة
220°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىDuring the reaction
  2. 2
    أخرىthe 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
    درجة الحرارةThe reaction mixture was cooled to room temperature
  5. 5
    استخلاصextraction
  6. 6
    استخلاصThe aqueous layer was again extracted with chloroform
  7. 7
    غسيلwashed with brine
  8. 8
    تجفيفdried over anhydrous magnesium sulfate
  9. 9
    ترشيحThe desiccant was filtered off
  10. 10
    تركيزthe filtrate was concentrated under reduced pressure
  11. 11
    أخرىThe resultant residue was purified by NH silica gel column chromatography (ethyl acetate/heptane)

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07425554B2uspto-grants-2008_09