Toluene → HCID 12713183, compound

HRID 372807Notes

Reaction equation

HRID 372807 reaction equation
[C:1]1(=O)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.[NH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.C1(C)C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>O>[N:12]1([C:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH2:4][CH2:3][CH:2]=2)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1

Participants

6

Reactant 4

HCID 1140TolueneHCID 6101p-Toluenesulfonic acidHCID 8082PiperidineHCID 107241-Tetralone

Product 1

HCID 12713183HCID 12713183, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 146 g. (1.00 mole) of 1-tetralone and 150 ml. of piperidine in 1 l. of toluene is treated with 1 g. of p-toluenesulfonic acid and heated for 11 days under reflux with a water take-off trap attached. 13.1 ml. of water is collected. Fractional distillation affords 105.3 g. of 1-piperidino-3,4-dihydronaphthalene collected at 118°-120° (0.2 mm.).

Workup

  1. customof water is collected
  2. distillationFractional distillation
  3. customaffords 105.3 g
  4. customof 1-piperidino-3,4-dihydronaphthalene collected at 118°-120° (0.2 mm.)

Sources & evidence

ORD record
ord-ea591b17de7b4257af8a9bb92665b838
Source dataset
uspto-grants-1978_05
Patent number
US04092318

Reaction notes

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