ChemicalBook--->CAS DataBase List--->69877-38-9

69877-38-9

69877-38-9 Structure

69877-38-9 Structure
IdentificationBack Directory
[Name]

(2E,4E)-5-(4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-dienal
[CAS]

69877-38-9
[Synonyms]

Acitretin Impurity 3
(2E,4E)-5-(4-Methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,...
(2E,4E)-5-(4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-dienal
2,4-Pentadienal, 5-(4-methoxy-2,3,6-trimethylphenyl)-3-methyl-, (2E,4E)-
[Molecular Formula]

C16H20O2
[MOL File]

69877-38-9.mol
[Molecular Weight]

244.33
Chemical PropertiesBack Directory
[density ]

1.003
[storage temp. ]

Inert atmosphere,Store in freezer, under -20°C
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Synthesis]

(2E,4E)-5-(4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-dien-1-ol

63650-98-6

(2E,4E)-5-(4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-dienal

69877-38-9

GENERAL METHOD: Sodium carbonate (4.77 g, 45 mmol) and activated manganese dioxide powder (3.91 g, 45 mmol) were added to a vigorously stirred solution of alcohols 27-31 (2.2 mmol) in dichloromethane (45 mL). The resulting suspension was stirred at room temperature until the reaction was complete (monitored by thin layer chromatography) and subsequently filtered through a diatomaceous earth pad. The filtrate was evaporated to dryness to obtain the residue. The residue was purified by fast column chromatography to afford allyl aldehydes 32-36 (only the 2E,4E-isomer was plotted).

[References]

[1] European Journal of Medicinal Chemistry, 2011, vol. 46, # 2, p. 721 - 737
[2] Chemistry - A European Journal, 2014, vol. 20, # 29, p. 8904 - 8908
[3] Patent: US4169100, 1979, A
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