Quinoline, 1,2-dihydro-2,2,4,7-tetramethyl- → HCID 20543059, compound

HRID 616231Notes

Reaction equation

HRID 616231 reaction equation
[CH3:1][C:2]1([CH3:14])[CH:11]=[C:10]([CH3:12])[C:9]2[C:4](=[CH:5][C:6]([CH3:13])=[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]([CH2:5][CH:6]([CH3:13])[CH2:7][CH2:8]2)[NH:3]1

Participants

4

Reactant 2

HCID 74551Quinoline, 1,2-dihydro-2,2,4,7-tetramethyl-HCID 178418361HCID 178418361, compound3×

Product 1

HCID 20543059HCID 20543059, compound

Reagents, catalysts & solvents 1

HCID 23948RhodiumCatalyst

Procedure

2,2,4,7-tetramethyldecahydroquinoline was prepared by reacting 125 grams of 2,2,4,7-tetramethyl-1,2-dihydroquinoline with hydrogen using 3 grams of rhodium at 5% by weight on charcoal as the catalyst and operating at 185° C., a 1000 psig pressure, for 24 hours. The desired product was confirmed by NMR spectral analysis and its carbon, hydrogen, nitrogen content (calculated contents for C13H25N is the same as above and analyzed contents were 78.95% carbon, 13.30% hydrogen, and 6.80% nitrogen). The product was 95% pure as determined by vapor pressure chromotograhy and boiled at about 65° C. at 1 mm of Hg.

Workup

  1. customoperating at 185° C.

Sources & evidence

ORD record
ord-6d1d4824836f4d7591f4b061ae1eeb9c
Source dataset
uspto-grants-1978_02
Patent number
US04073770

Reaction notes

Loading…