Ethyl Acetate → 1-Cyclohexylbutane-1,3-dione

HRID 2300610Notes

Reaction equation

HRID 2300610 reaction equation
[CH3:1][C:2]([CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)=[O:3].[CH3:10][CH2:11][O:12]C(C)=O>>[CH2:7]1[CH2:8][CH2:9][CH:4]([C:2](=[O:3])[CH2:1][C:11](=[O:12])[CH3:10])[CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 8857Ethyl AcetateHCID 13207Cyclohexyl methyl ketone

Product 1

HCID 1620991-Cyclohexylbutane-1,3-dione

Procedure

The title compound was prepared as described above from 1.5 g of cyclohexyl methyl ketone and 2.32 mL of EtOAc to yield 1.06 grams of Intermediate 33 as a yellow oil: TLC Rf=0.65 (3/1, hexanes/EtOAc); 1H NMR (400 MHz, CDCl3, enol form) δ5.5 (s, 1H), 2.19-2.12 (m, 1H), 2.08 (s, 3H), 1.85-1.55 (m, 5H), 1.41-1.15 (m, 5H).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-8e50397f67464303bb6cda5c1b3a18ec
Source dataset
uspto-grants-2002_12
Patent number
US06498174B1

Reaction notes

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