p-Toluenesulfonic acid → HCID 22165487, compound

HRID 579866Notes

Reaction equation

HRID 579866 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][C:8](=O)[CH2:9]2)=[CH:4][CH:3]=1.[NH:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][C:8]([N:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)=[CH:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 31268PyrrolidineHCID 40652167-Chloro-2-tetralone

Product 1

HCID 22165487HCID 22165487, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

11.0 g of 7-chloro-3,4-dihydro-2(1H)-naphthalenone was boiled at reflux for 2 hours in 200 ml of benzene and 6.0 ml of pyrrolidine in the presence of 0.25 g of p-toluenesulphonic acid. The 1-(7-chloro-3,4-dihydro-2-naphthyl)pyrrolidine obtained was recrystallized from 150 ml of isopropyl ether and exhibits a melting point of 115°-116°.

Sources & evidence

ORD record
ord-d843f861d13d43e78dcbb209832e80d4
Source dataset
uspto-grants-1988_06
Patent number
US04749791

Reaction notes

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