Ethanol → 1-(p-Dodecylanilino)-1,2,3,4-tetrahydronaphthalene

HRID 1088522Notes

Reaction equation

HRID 1088522 reaction equation
[C:1]1(=[N:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.[CH2:18](O)[CH3:19]>[Pd]>[CH2:9]([C:15]1[CH:16]=[CH:17][C:12]([NH:11][CH:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH2:4][CH2:3][CH2:2]2)=[CH:13][CH:14]=1)[CH2:10][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:18][CH3:19]

Participants

4

Reactant 2

HCID 702EthanolHCID 11183633N-(1,2,3,4-tetrahydronaphthylidene) aniline

Product 1

HCID 130377141-(p-Dodecylanilino)-1,2,3,4-tetrahydronaphthalene

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

N-(1,2,3,4-tetrahydronaphthylidene) aniline (XXVI) (38 g) prepared as described in example XXXIA was hydrogenated using 5% Pd/C as the catalyst and 95% ethanol as the solvent. The crude product was crystallized from ethanol to give 1-(p-dodecylanilino)-1,2,3,4-tetrahydronaphthalene (XXVII). XXVII had a melting point of 34° C.

Workup

  1. customThe crude product was crystallized from ethanol

Sources & evidence

ORD record
ord-f3fdc5945ac042beb85f594dac709a55
Source dataset
uspto-grants-1990_10
Patent number
US04962234

Reaction notes

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