2,2,4,8-Tetramethyl-1,2-dihydroquinoline → HCID 20543085, compound

HRID 2285992Notes

Reaction equation

HRID 2285992 reaction equation
[CH3:1][C:2]1([CH3:14])[CH:11]=[C:10]([CH3:12])[C:9]2[C:4](=[C:5]([CH3:13])[CH:6]=[CH:7][CH:8]=2)[NH:3]1.[H][H]>[Rh]>[CH3:1][C:2]1([CH3:14])[CH2:11][CH:10]([CH3:12])[CH:9]2[CH:4]([CH:5]([CH3:13])[CH2:6][CH2:7][CH2:8]2)[NH:3]1

Participants

4

Reactant 2

HCID 36133852,2,4,8-Tetramethyl-1,2-dihydroquinolineHCID 178418361HCID 178418361, compound3×

Product 1

HCID 20543085HCID 20543085, compound

Reagents, catalysts & solvents 1

HCID 23948RhodiumCatalyst

Procedure

2,2,4,8-tetramethyldecahydroquinoline was prepared by reacting 74 grams of 2,2,4,8-tetramethyl-1,2-dihydroquinoline with hydrogen in the presence of 2 grams of rhodium at 5% by weight on charcoal at a temperature of 200° C., a pressure of 1000 psig, and over a period of 8 hours. The desired product was confirmed by NMR spectral analysis and carbon, hydrogen, nitrogen analysis (calculated content for C13H25N is the same as above and analyzed contents were 80.03% carbon, 13.38% hydrogen, and 6.09% nitrogen). The product was 90% pure as determined by vapor pressure chromotography and boiled at 65° C. at 0.6 mm of Hg.

Workup

  1. customat a temperature of 200° C.

Sources & evidence

ORD record
ord-3de22a70831948a4915728352a863373
Source dataset
uspto-grants-1982_04
Patent number
US04326061

Reaction notes

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