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

HRID 1381079Notes

Reaction equation

HRID 1381079 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

A Grignard reagent, prepared by reacting 11.8 g (0.49 g atom) of magnesium in 50 ml of ether and 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 in a manner analogous to Example 5. Fractional distillation of the crude product (94 g) over a 20 cm Widmer column give 44.4 g (69.4%) of olfactorily good 4,7-dimethyl-3-octen-5-ol of boiling point 47°-48° C./0.04 mm Hg.

Workup

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

Sources & evidence

ORD record
ord-c66898363a4740febeedcdff1b783ab5
Source dataset
uspto-grants-1986_04
Patent number
US04585662

Reaction notes

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