37850-39-8

Basic information

• Product Name: ethyl 6-formyl-2,6-dimethylcyclohex-2-enecarboxylate
• CAS NO: 37850-39-8
• Molecular Weight: 210.273
• Mol File: 37850-39-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ethyl 6-formyl-2,6-dimethylcyclohex-2-enecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 6-formyl-2,6-dimethylcyclohex-2-enecarboxylate(37850-39-8)
• EPA Substance Registry System: ethyl 6-formyl-2,6-dimethylcyclohex-2-enecarboxylate(37850-39-8)

Safety Data

• Hazardous Substances Data: 37850-39-8(Hazardous Substances Data)

Upstream product

• 78-85-3 2-methylpropenal 
• 37850-26-3 methyl-3 pentadiene-2,4 oate d'ethyle E 
• 36678-63-4 ethoxyethynylmagnesium bromide 
• 78-94-4 methyl vinyl ketone 

Downstream Products

• 37850-41-2 3α-furyl-3aα,7-dimethyl-3a,4,5,7a-tetrahydrophthalide 
• 37850-41-2 (3S,3aR)-3-Furan-3-yl-3a,7-dimethyl-3a,4,5,7a-tetrahydro-3H-isobenzofuran-1-one 

Relevant articles and documents

Synthetic Studies on Terpene Compounds. Part 13. Total Synthesis of Fraxinellone

The total synthesis of fraxinellone (1), the simplest example of degraded limonoid, via the 6-formyl-2,6-dimethylcyclohex-2-enecarboxylates (2) is described.In the initial approach the C-6 methylation of ethyl 6-formyl-2-methylcyclohex-2-enecarboxylate (7) was carried out by cyclopropanation and ring cleavage which unexpectedly gave the bicycloheptane compound (20), with a poor yield of the desired product.Subsequently, the key intermediate (2) was synthesized effectively by the Diels-Alder reaction between ethyl 3-methylpenta-2,4-dienoate and methacrolein.The reaction of the aldehyde ester (2) with furyl-lithium followed by double-bond isomerization with base afforded (+/-)-fraxinellone, together with the corresponding diastereoisomer.