Benzylamine → HCID 21498254, compound

HRID 1730504Notes

Reaction equation

HRID 1730504 reaction equation
[CH2:1]([N:8]1[CH2:13][CH:12]([CH2:14][C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=O)[C:11](=O)[CH:10]([CH3:24])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:25]([NH2:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>C1(C)C=CC(S(O)(=O)=O)=CC=1.C1(C)C=CC=CC=1>[CH2:25]([N:32]1[C:11]2[CH:10]([CH3:24])[CH2:9][N:8]([CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[CH2:13][C:12]=2[CH:14]=[C:15]1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

5

Reactant 2

HCID 7504BenzylamineHCID 214982881-Benzyl-3-methyl-5-(2-oxo-2-phenylethyl)piperidin-4-one

Product 1

HCID 21498254HCID 21498254, compoundYield 84.4%

Reagents, catalysts & solvents 2

HCID 6101p-Toluenesulfonic acidCatalystHCID 1140TolueneSolvent

Procedure

A mixture of 1-benzyl-3-methyl-5-phenacyl-4-piperidone (3.2 g), benzylamine(1.1 g), p-toluenesulphonic acid (0.1 g) and dry toluene (100 ml) was heated under reflux under a Dean and Stark trap for 3 days. Removal of thesolvent left a yellow solid, which on recrystallisation from methanol gave 3.3 g of the product as pale yellow prisms. M.pt. 131° C (Found: C 85.2; H, 7.2; N, 7.1. C28H28N2 requires: C, 85.7; H, 7.2;N, 7.1%).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux under a Dean and Stark trap for 3 days
  3. customRemoval of
  4. waitthesolvent left a yellow solid, which
  5. customon recrystallisation from methanol

Sources & evidence

ORD record
ord-c1023482ba1c4d999ee8aab98b071a2b
Source dataset
uspto-grants-1976_11
Patent number
US03992544

Reaction notes

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