2-Bromobutane → HCID 54408568, compound

HRID 1709144Notes

Reaction equation

HRID 1709144 reaction equation
[Mg].Br[CH:3]([CH2:5][CH3:6])[CH3:4].[CH3:7][C:8](=[CH:11][CH2:12][CH3:13])[CH:9]=[O:10]>CCOCC>[CH3:7][C:8]([CH:9]([OH:10])[CH:3]([CH3:4])[CH2:5][CH3:6])=[CH:11][CH2:12][CH3:13]

Participants

5

Reactant 3

HCID 65542-BromobutaneHCID 121772-Methyl-2-pentenalHCID 5462224Magnesium

Product 1

HCID 54408568HCID 54408568, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent3×

Procedure

The Grignard reagent obtained by reacting 18.7 g (0.77 g-atom) of magnesium in 100 ml of ether with 105.4 g (0.77 mol) of 2-bromobutane in 300 ml of ether is reacted with 62.72 g (0.64 mol) of 2-methyl-2-pentenal in 200 ml of ether. The fractional distillation of the crude product (98.8 g) over a 20 cm Widmer column gives 68.4 g (68.5%) of olfactorily good 4,6-dimethyl-3-octen-5-ol of boiling point 83° C./12 Torr.

Workup

  1. distillationThe fractional distillation of the crude product (98.8 g) over a 20 cm Widmer column

Sources & evidence

ORD record
ord-9eb914ac32c943d28ab7293918e5981a
Source dataset
uspto-grants-1990_08
Patent number
US04948781

Reaction notes

Loading…