HCID 11459419, compound → 3-Oxo-5-(2,6,6-trimethyl-cyclohex-2-enyl)-pentanoic acid 2-[3-oxo-5-(2,6,6-trimethyl-cyclohex-2-enyl)-pentanoyloxy]-ethyl ester

HRID 1699992Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:18])[CH2:4][C:5](=[O:17])[CH2:6][CH2:7][CH:8]1[C:13]([CH3:15])([CH3:14])[CH2:12][CH2:11][CH:10]=[C:9]1[CH3:16]>C(O)CO>[O:17]=[C:5]([CH2:6][CH2:7][CH:8]1[C:13]([CH3:15])([CH3:14])[CH2:12][CH2:11][CH:10]=[C:9]1[CH3:16])[CH2:4][C:3]([O:2][CH2:1][CH2:1][O:2][C:3](=[O:18])[CH2:4][C:5](=[O:17])[CH2:6][CH2:7][CH:8]1[C:13]([CH3:15])([CH3:14])[CH2:12][CH2:11][CH:10]=[C:9]1[CH3:16])=[O:18]

Participants

Conditions

Temperature: 180 °C

Procedure

A mixture of 25.2 g 3-oxo-5-(2,6,6-trimethyl-cyclohex-2-enyl)-pentanoic acid methyl ester and 4.3 g ethylene glycol was slowly heated to 180° C. while distilling off methanol. On completion, the reaction mixture was chromatographed over silica gel to yield a colourless liquid.

Workup

distillationwhile distilling off methanol
customOn completion, the reaction mixture was chromatographed over silica gel
customto yield a colourless liquid

Sources & evidence

ORD record: ord-06e9f30b25924de288ccc9fabb7a4dd5
Source dataset: uspto-grants-2002_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06348618B1

Reaction notes

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