Isoprene → 1-(1,2-Dimethyl-propyl)-4-methyl-cyclohex-3-enecarbaldehyde

HRID 61327

Reaction equation

[CH3:1][CH:2]([CH:7]([CH3:9])[CH3:8])[C:3](=[CH2:6])[CH:4]=[O:5].[CH2:10]=[CH:11][C:12](=[CH2:14])[CH3:13]>>[CH3:1][CH:2]([C:3]1([CH:4]=[O:5])[CH2:10][CH2:11][C:12]([CH3:14])=[CH:13][CH2:6]1)[CH:7]([CH3:9])[CH3:8]

Participants

Reactant 2

HCID 6557Isoprene

HCID 30204233,4-Dimethyl-2-methylenevaleraldehyde

Product 1

HCID 897051761-(1,2-Dimethyl-propyl)-4-methyl-cyclohex-3-enecarbaldehydeYield 49%

Conditions

Temperature: 160 °C

Procedure

3,4-Dimethyl-2-methylene-pentanal (550 g, obtained as detailed above) and 393 g of isoprene were charged to a Parr Bomb, heated to 160° C., and aged for 12 hours. The rushed over material provided ˜32% recovery of 1-(1,2-dimethyl-propyl)-4-methyl-cyclohex-3-enecarbaldehyde (415 g).

Sources & evidence

ORD record: ord-3203e99590bb4da6b11acc7689d1cedd
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09441185B2

Linked notes

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