1-Bromo-2-methylpropane → HCID 54061097, compound

HRID 1709143Notes

Reaction equation

HRID 1709143 reaction equation
[Mg].[CH2:2](Br)[CH:3]([CH3:5])[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])[CH2:2][CH:3]([CH3:5])[CH3:4])=[CH:11][CH2:12][CH3:13]

Participants

5

Reactant 3

HCID 65551-Bromo-2-methylpropaneHCID 121772-Methyl-2-pentenalHCID 5462224Magnesium

Product 1

HCID 54061097HCID 54061097, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent3×

Procedure

The Grignard reagent obtained by reacting 11.8 g (0.49 g-atoms) of magnesium in 50 ml of ether with 67.13 g (0.49 mol) of isobutyl bromide in 250 ml of ether is reacted with 40.0 g (0.41 mol) of 2-methyl-2-pentenal in 100 ml of ether. The fractional distillation of the crude product (94 g) over a 20 cm Widmer column gives 44.4 g (69.4%) of olfactorily good 4,7-dimethyl-3-octen-5-ol of boiling point 47°-48° C./0.04 Torr.

Workup

  1. distillationThe fractional distillation of the crude product (94 g) over a 20 cm Widmer column

Sources & evidence

ORD record
ord-a73ebe5a0066447b9325ba54f95ab527
Source dataset
uspto-grants-1990_08
Patent number
US04948781

Reaction notes

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