Benzene → HCID 21498285, compound

HRID 1730502Notes

Reaction equation

HRID 1730502 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=O)[CH:10]([CH3:15])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1.C1(C)C=CC(S(O)(=O)=O)=CC=1.C1C=CC=CC=1>O>[CH2:1]([N:8]1[CH2:13][CH:12]=[C:11]([N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)[CH:10]([CH3:15])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 241BenzeneHCID 6101p-Toluenesulfonic acidHCID 31268PyrrolidineHCID 5609651-Benzyl-3-methyl-4-piperidone

Product 1

HCID 21498285HCID 21498285, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1-benzyl-3-methyl-4-piperidone (91 g), pyrrolidine (35.6 g), p-toluenesulphonic acid (0.5 g) and dry benzene (400 ml) was heated under reflux under a Dean and Stark trap until separation of water was complete.The solvent was removed on a rotary evaporator and the residue distilled togive 95 g of a colourless liquid boiling at 144°-6° C (0.01 mm).

Workup

  1. temperaturewas heated
  2. customwas removed on a rotary evaporator
  3. distillationthe residue distilled togive 95 g of a colourless liquid boiling at 144°-6° C (0.01 mm)

Sources & evidence

ORD record
ord-c008a788e2df4082b4b161873031806b
Source dataset
uspto-grants-1976_11
Patent number
US03992544

Reaction notes

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