Ammonia → HCID 20332928, compound

HRID 26426Notes

Reaction equation

HRID 26426 reaction equation
[N:1]1([CH:7]([CH3:25])[CH2:8][C:9]2[C:10](=[O:24])[NH:11][CH2:12][CH2:13][CH2:14][C:15]=2[C:16]2[CH:21]=[CH:20][C:19]([O:22]C)=[CH:18][CH:17]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Br.N>>[N:1]1([CH:7]([CH3:25])[CH2:8][C:9]2[C:10](=[O:24])[NH:11][CH2:12][CH2:13][CH2:14][C:15]=2[C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 260Hydrogen BromideHCID 20332953HCID 20332953, compound

Product 1

HCID 20332928HCID 20332928, compound

Procedure

The mixture of 22.1 g of 3-(2-piperidinopropyl)-4-(4-methoxyphenyl)-1,5,6,7-tetrahydro-2H-azepinone and 128 ml of 48% hydrobromic acid is stirred under reflux for six hours. It is cooled, basified with concentrated ammonia and extracted with chloroform. The extract is dried, evaporated, the residue crystallized from diethyl ether and recrystallized from acetone, to yield the 3-(2-piperidinopropyl)4-(4-hydroxyphenyl)-1,5,6,7-tetrahydro-2H-azepinone melting at 178°-181°.

Workup

  1. temperatureunder reflux for six hours
  2. temperatureIt is cooled
  3. extractionextracted with chloroform
  4. customThe extract is dried
  5. customevaporated
  6. customthe residue crystallized from diethyl ether
  7. customrecrystallized from acetone

Sources & evidence

ORD record
ord-b07ac0f0e2e44cdc94a5b3e51020fa97
Source dataset
uspto-grants-1979_04
Patent number
US04150129

Reaction notes

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