Benzene → HCID 12741429, compound

HRID 325664Notes

Reaction equation

HRID 325664 reaction equation
[CH3:1][O:2][C:3]1[CH2:4][CH:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][C:8](=O)[CH2:7][CH2:6]2.[CH2:14]([NH:17][CH2:18][CH2:19][CH3:20])[CH2:15][CH3:16].C1(C)C=CC(S(O)(=O)=O)=CC=1.C1C=CC=CC=1>O>[CH2:14]([N:17]([CH2:18][CH2:19][CH3:20])[CH:8]1[CH2:7][CH2:6][C:5]2[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=2)[CH2:9]1)[CH2:15][CH3:16]

Participants

6

Reactant 4

HCID 241BenzeneHCID 6101p-Toluenesulfonic acidHCID 8902DipropylamineHCID 70467353HCID 70467353, compound

Product 1

HCID 12741429HCID 12741429, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

20 g of 6-methoxytetrahydronaphthalen-2-one, 20 ml of dipropylamine and 200 mg of para-toluenesulphonic acid are introduced into 300 ml of benzene under a nitrogen atmosphere. The mixture, which has become black, is then heated under reflux for 12 hours, the water of condensation being removed by azeotropic distillation. The solution, which contains the compound (IV), is then concentrated to a volume of about 100 ml. For the hydrogenation, 150 ml of ethanol and 300 mg of PtO2 are added thereto and hydrogenation is carried out, under a pressure of about 0.3 MPa, until the absorption has stopped.

Workup

  1. temperatureis then heated
  2. temperatureunder reflux for 12 hours
  3. custombeing removed by azeotropic distillation
  4. concentrationis then concentrated to a volume of about 100 ml
  5. additionFor the hydrogenation, 150 ml of ethanol and 300 mg of PtO2 are added
  6. customhydrogenation is carried out, under a pressure of about 0.3 MPa, until the absorption

Sources & evidence

ORD record
ord-c0f5826d623d49a1af09e8d8e0eee714
Source dataset
uspto-grants-1984_04
Patent number
US04442126

Reaction notes

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