Quinoline → HCID 18962696, compound

HRID 1707825Notes

Reaction equation

HRID 1707825 reaction equation
[CH3:1][C:2]([OH:10])([C:5]([CH3:9])([CH3:8])[CH2:6][CH3:7])[C:3]#[CH:4].N1C2C(=CC=CC=2)C=CC=1>[Pd].CC([O-])=O.CC([O-])=O.[Pb+2]>[CH3:1][C:2]([OH:10])([C:5]([CH3:9])([CH3:8])[CH2:6][CH3:7])[CH:3]=[CH2:4]

Participants

4

Reactant 2

HCID 7047QuinolineHCID 18962694HCID 18962694, compound

Product 1

HCID 18962696HCID 18962696, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 131709914Lindlars catalystCatalyst

Conditions

Temperature
25 °C

Procedure

100 g of 3,4,4-trimethylhex-1-yn-3-ol, 3 g of quinoline and 5.4 g of Lindlar catalyst were initially introduced in 100 ml of petroleum ether and the mixture was stirred at 25° C. for 10 hours under a hydrogen atmosphere. The catalyst was then filtered off, the filtrate was concentrated and the residue was analyzed by means of GC. 91 g (90%) of 3,4,4-trimethylhex-1-en-3-ol were obtained. The residue was processed without purification.

Workup

  1. filtrationThe catalyst was then filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-d0ef38c552cc49dca9e163e77182db3b
Source dataset
uspto-grants-1994_10
Patent number
US05354937

Reaction notes

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