Isoprene → 3-Cyclohexene-1-methanol, 4-methyl-

HRID 33608

Reaction equation

HRID 33608 reaction equation
[CH2:1]=[CH:2][C:3](=[CH2:5])[CH3:4].[CH:6]([CH:8]=[CH2:9])=[O:7]>>[CH3:5][C:3]1[CH2:4][CH2:9][CH:8]([CH2:6][OH:7])[CH2:1][CH:2]=1

Participants

3

Reactant 2

HCID 6557IsopreneHCID 7847Acrolein

Product 1

HCID 5646723-Cyclohexene-1-methanol, 4-methyl-

Procedure

According to the well known Diels-Alder Reaction, using isoprene and acrolein as raw materials, 4-methyl-3-cyclohexenyl aldehyde was synthesized. The reaction was conducted under the conditions described in the literary documents of J. Amer, Chem. Soc., 119, 15, 1997, 3507-3512; and Tetrahedron Lett., 40, 32, 1999, 5817-5822. Subsequently, the compound was reduced to obtain 4-methyl-3-cyclohexenylmethanol at a high yield.

Workup

  1. customAccording to the well known Diels-Alder Reaction
  2. customwas synthesized

Sources & evidence

ORD record
ord-7d1005021b344960abba0f2bfa216f2f
Source dataset
uspto-grants-2008_09
Patent number
US07429622B2

Linked notes

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