Cyclohexane ethylacetate → 3-(1-Methylcyclopropyl)benzaldehyde

HRID 420323Notes

Reaction equation

HRID 420323 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([CH:10]2[O:14]CCO2)[CH:7]=[CH:8][CH:9]=1)([CH3:3])=[CH2:2].[CH2:15]1CCCCC1.CCOC(C)=O>>[CH3:15][C:1]1([C:4]2[CH:5]=[C:6]([CH:7]=[CH:8][CH:9]=2)[CH:10]=[O:14])[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 21867204Cyclohexane ethylacetateHCID 666497742-(3-Isopropenyl-phenyl)-[1,3]dioxolane

Product 1

HCID 866280633-(1-Methylcyclopropyl)benzaldehyde

Procedure

The title compound was prepared following a procedure described in J. Am. Chem. Soc. 2007, 127, 12440-12441, starting from 2-(3-isopropenyl-phenyl)-[1,3]dioxolane and was obtained as a light yellow oil: TLC (cyclohexane-EtOAc 80:20) Rf=0.52; HPLC RtG2=1.35 min; 1H NMR (400 MHz, DMSO-d6): δ 9.98 (s, 1H), 7.74 (s, 1H), 7.68 (d, 1H), 7.51 (m, 2H), 1.40 (s, 3H), 0.89 (t, 2H), 0.81 (m, 2H).

Workup

  1. customwas obtained as a light yellow oil
  2. customHPLC RtG2=1.35 min

Sources & evidence

ORD record
ord-f32795f6c48d4e2a8d8f9e2c6a8b8d8f
Source dataset
uspto-grants-2012_01
Patent number
US08093406B2

Reaction notes

Loading…