2-Methyl-2-pentenal → HCID 54279173, compound

HRID 1979871Notes

Reaction equation

HRID 1979871 reaction equation
[Mg].Br[CH:3]([CH2:6][CH3:7])[CH2:4][CH3:5].[CH3:8][C:9](=[CH:12][CH2:13][CH3:14])[CH:10]=[O:11]>CCOCC>[CH3:8][C:9]([CH:10]([OH:11])[CH:3]([CH2:6][CH3:7])[CH2:4][CH3:5])=[CH:12][CH2:13][CH3:14]

Participants

5

Reactant 3

HCID 121772-Methyl-2-pentenalHCID 157383-BromopentaneHCID 5462224Magnesium

Product 1

HCID 54279173HCID 54279173, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A Grignard reagent, prepared by reacting 29.4 g (1.21 g atoms) of magnesium in 200 ml of ether and 183 g (1.21 mol) of 3-bromopentane in 400 ml of ether, is reacted with 98.0 g (1.0 mol) of 2-methyl-2-pentenal in a manner analogous to Example 5. Fractional distillation of the crude product (159.3 g) over a 20 cm Widmer column gives 95.5 g (56.2%) of olfactorily good 4-methyl-6-ethyl-3-octen-5-ol of melting point 92°-93° C./12 mm Hg.

Workup

  1. distillationFractional distillation of the crude product (159.3 g) over a 20 cm Widmer column

Sources & evidence

ORD record
ord-7f11bd439a3e4215b556c27816a9e96e
Source dataset
uspto-grants-1984_11
Patent number
US04482762

Reaction notes

Loading…