69016-26-8

Basic information

• Product Name: 2-Cyclohexen-1-one, 3-(phenylmethoxy)-
• Synonyms: 3-benzyloxy-2-cyclohexenone;3-benzyloxy-2-cyclohex-2-enone;3-benzyloxycyclohex-2-enone;3-benzyloxy-2-cyclohexene-1-one
• CAS NO: 69016-26-8
• Molecular Formula: C13H14O2
• Molecular Weight: 202.253
• Mol File: 69016-26-8.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: 2-Cyclohexen-1-one, 3-(phenylmethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclohexen-1-one, 3-(phenylmethoxy)-(69016-26-8)
• EPA Substance Registry System: 2-Cyclohexen-1-one, 3-(phenylmethoxy)-(69016-26-8)

Safety Data

• Hazardous Substances Data: 69016-26-8(Hazardous Substances Data)

Upstream product

• 504-02-9 1,3-cylohexanedione 
• 100-44-7 benzyl chloride 
• 5323-87-5 3-Ethoxycyclohex-2-en-1-one 
• 877823-41-1 3-(hexyloxy)cyclohex-2-en-1-one 
• 16493-04-2 3-butanoxycyclohex-2-en-1-one 
• 16807-60-6 3-methoxycyclohex-2-en-1-one 
• 100-51-6 benzyl alcohol 
• 1024-41-5 benzyl tosylate 
• 30182-67-3 1,3-Cyclohexanedione 
• 53293-00-8 hex-5-ynoic acid 

Downstream Products

• 947513-83-9 C₂₆H₂₁NO₄ 
• 947513-65-7 C₂₀H₁₆NO₄Cl 
• 70120-18-2 3-(benzyloxy)-4-bromophenol 
• 879094-90-3 3-(benzyloxy)-4-chlorophenol 

Relevant articles and documents

Rapid and Multigram Synthesis of Vinylogous Esters under Continuous Flow: An Access to Transetherification and Reverse Reaction of Vinylogous Esters

An environmentally benign approach for the synthesis of vinylogous esters from 1,3-diketone and its reverse reaction under continuous-flow has been developed with alcohols in the presence of inexpensive Amberlyst-15 as a catalyst. This methodology is highly selective and general for a range of cyclic 1,3-dicarbonyl compounds which gives a library of linear alkylated and arylated vinylogous esters in good to excellent yield under solvent and metal free condition. Furthermore, the long-time experiment in a continuous-flow up to 40 h afforded 8.0 g of the vinylogous ester with turnover number (TON) = 28.6 and turnover frequency (TOF) = 0.715 h-1 using Amberlyst-15 as a catalyst. Furthermore, a continuous-flow sequential transetherification of vinylogous esters with various alcohols has been achieved in high yield. Reversibly, this vinylogous ester was deprotected or hydrolyzed into ketone using environmentally benign water as a solvent and Amberlyst-15 as a catalyst under continuous-flow process.

Selective synthesis of benzyl enol ethers of β-dicarbonyl compounds in basic condition and the application towards synthesis of naphthoquinones

Selective synthesis of benzyl enol ether of β-tetronic acids and β-dicarbonyl compounds in basic condition was examined. Benzylation of α-methyl-β-tetronic acid with benzyl tosylate in the presence of potassium carbonate gave the corresponding benzyl enol ether exclusively. The reaction of β-tetronic acid and cyclic 1,3-diketones gave the O-benzyl adducts preferentially than the C,O-dibenzylated ones. Diels-Alder reaction of furan derived the benzyl enol ether of α-methyl-β-tetronic acid and benzyne furnished the functionalized napthoquinone derivatives.

METHOD FOR MAKING BIARYL COMPOUNDS, COMPOUNDS MADE BY THE METHOD, AND METHOD FOR THEIR USE

Certain disclosed embodiments of the present invention concern a method for making biaryl compounds by combining a diene with a dienophile under reaction conditions that facilitate a Diels-Alder reaction. Certain embodiments are particularly directed to making a tetra-ortho-substituted biaryl compounds. The disclosed method may involve using novel dienes, dienophiles, or both. Similarly, certain of the biaryl compounds are novel compounds too. Additional disclosed embodiments concern a method for making useful compounds by first making a Diels-Alder adduct. The Diels-Alder adduct is then further modified or coupled to other compounds. The method can be used to make carbazoles, such as Siamenol. Disclosed biaryl compounds are useful for a number of applications, such as pharmacophores and organocatalysts.