Potassium Hydroxide → HCID 12507649, compound

HRID 426846Notes

Reaction equation

HRID 426846 reaction equation
CN(C)[C:3](=[O:22])[CH2:4][CH2:5][C:6]12[C:21]3[N:10]([C:11]4[C:16]([C:17]=3[CH2:18][CH2:19][O:20]1)=[CH:15][CH:14]=[CH:13][CH:12]=4)[CH2:9][CH2:8][CH2:7]2.[OH-:24].[K+]>>[CH2:9]1[N:10]2[C:21]3[C:6]([CH2:5][CH2:4][C:3]([OH:22])=[O:24])([O:20][CH2:19][CH2:18][C:17]=3[C:16]3[C:11]2=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH2:7][CH2:8]1

Participants

3

Reactant 2

HCID 14797Potassium HydroxideHCID 12507648HCID 12507648, compound

Product 1

HCID 12507649HCID 12507649, compound

Procedure

A solution of 1,2,3,3a,5,6-hexahydro-N,N-dimethyl-4-oxa-10b-azafluoranthene-3a-propionamide (described in Example 8, 25 g, 0.08 mole) in a 10% potassium hydroxide solution (500 ml) is stirred at reflux for 18 hr. The solution is cooled, washed with diethyl ether, acidified and extracted with diethyl ether. The organic phase is dried over sodium sulfate, evaporated and crystallized to give 1,2,3,3a,5,6-hexahydro-4-oxa-10b-azafluoranthene-3a-propionic acid (21.5 g), mp 153°-155° C.

Workup

  1. temperatureat reflux for 18 hr
  2. temperatureThe solution is cooled
  3. washwashed with diethyl ether
  4. extractionextracted with diethyl ether
  5. dry with materialThe organic phase is dried over sodium sulfate
  6. customevaporated
  7. customcrystallized

Sources & evidence

ORD record
ord-80df02b734214c259c7af8edeff444cc
Source dataset
uspto-grants-1979_10
Patent number
US04171443

Reaction notes

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