HCID 12861363, compound → HCID 20543093, compound

HRID 2285990Notes

Reaction equation

HRID 2285990 reaction equation
[CH3:1][C:2]1([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH:11]=[C:10]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1.[H][H]>[Rh]>[CH3:1][C:2]1([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:11][CH:10]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH:9]2[CH:4]([CH2:5][CH2:6][CH2:7][CH2:8]2)[NH:3]1

Participants

4

Reactant 2

HCID 12861363HCID 12861363, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20543093HCID 20543093, compound

Reagents, catalysts & solvents 1

HCID 23948RhodiumCatalyst

Procedure

Following the procedure given in the preceding example, 65 grams of 2-methyl-2,4-dihexyl-1,2-dihydroquinoline was reacted with hydrogen in the presence of 2 grams of rhodium at 5% by weight on charcoal, at a temperature of 200° C. and a pressure of 1000 psig for 2.5 hours, to yield 2-methyl-2,4-dihexyldecahydroquinoline of 94% purity (as determined by vapor pressure chromotography). The product has a boiling point of 170° C. at 1 mm of Hg and has an NMR spectra consistent with the desired structure.

Sources & evidence

ORD record
ord-492de18128e8402fbcaf18b346d1b069
Source dataset
uspto-grants-1982_04
Patent number
US04326061

Reaction notes

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