[1-(1,2-Dimethyl-propyl)-4-methyl-cyclohex-3-enyl]-methanol → 4-(1,2-Dimethyl-propyl)-1-methyl-2-oxa-bicyclo[2.2.2]octane

HRID 61329

Reaction equation

[CH3:1][CH:2]([C:6]1([CH2:13][OH:14])[CH2:11][CH2:10][C:9]([CH3:12])=[CH:8][CH2:7]1)[CH:3]([CH3:5])[CH3:4]>C1(C)C=CC=CC=1>[CH3:1][CH:2]([C:6]12[CH2:11][CH2:10][C:9]([CH3:12])([CH2:8][CH2:7]1)[O:14][CH2:13]2)[CH:3]([CH3:4])[CH3:5]

Participants

Conditions

Temperature: 60 °C

Procedure

[1-(1,2-Dimethyl-propyl)-4-methyl-cyclohex-3-enyl]-methanol (268 g, obtained as detailed above), MSA (10 g), and toluene (300 mL) were charged to a 2 L reaction flask, heated to 60° C., and aged for 12 hours. The reaction mixture was cooled, washed with saturated sodium carbonate solution, and distilled to provide 4-(1,2-dimethyl-propyl)-1-methyl-2-oxa-bicyclo[2.2.2]octane (146 g).

Workup

temperatureThe reaction mixture was cooled
washwashed with saturated sodium carbonate solution
distillationdistilled

Sources & evidence

ORD record: ord-5ac573a873e940709e164533c4b7567b
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09441185B2

Linked notes

Loading…