تفاعل #74806

ord-e2039377bfee433b9b961f74de835854

معادلة التفاعل

COc1ccc2c(c1)CCC1CCNC(=O)C(CC(C)NC(C)C)=C21
1-(2-isopropylaminopropyl)-9-methoxy-3,4,5,5a,6,7-hexahydro-2H-naphth[1,2-d]azepin-2-one
C1CO1
ethylene oxide
C1CO1
ethylene oxide
COc1ccc2c(c1)CCC1CCNC(=O)C(CC(C)N(CCO)C(C)C)=C21
1-[2-(N-isopropyl-N-2-hydroxyethylamino)-propyl]-9-methoxy-3,4,5,5a,6,7-hexahydro-2H-naphth[1,2-d]azepin-2-one

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONThe mixture of 5 g
  2. 2
    workup.STIRRINGstirred for four additional days at room temperature
  3. 3
    أخرىIt is evaporated
  4. 4
    ترشيحcollected by filtration
  5. 5
    أخرىrecrystallized from ethyl acetate

الإجراء التجريبي

The mixture of 5 g of slow moving 1-(2-isopropylaminopropyl)-9-methoxy-3,4,5,5a,6,7-hexahydro-2H-naphth[1,2-d]azepin-2-one and 14.75 ml of liquified ethylene oxide in 100 ml of absolute ethanol is stirred in a sealed pressure tube at room temperature for two days. The reaction mixture is recharged with an additional 14.75 ml portion of ethylene oxide and stirred for four additional days at room temperature. It is evaporated, the residue slurried in diethyl ether, collected by filtration and recrystallized from ethyl acetate to yield the 1-[2-(N-isopropyl-N-2-hydroxyethylamino)-propyl]-9-methoxy-3,4,5,5a,6,7-hexahydro-2H-naphth[1,2-d]azepin-2-one, RR racemate melting at 147°-149°.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04173633uspto-grants-1979_11