Ammonia → HCID 20332928, compound

HRID 1706915Notes

Reaction equation

HRID 1706915 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-7aec3ec42d4e4a1990455d4af15cf653
Source dataset
uspto-grants-1980_06
Patent number
US04209514

Reaction notes

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