2134-78-3

Usage

Synthesis Reference(s)

Tetrahedron Letters, 19, p. 2083, 1978 DOI: 10.1016/S0040-4039(01)94756-2

InChI:InChI=1/C14H18O2/c1-8(2)6-7-12-11(5)13(15)9(3)10(4)14(12)16/h6H,7H2,1-5H3

Upstream product

• 700-13-0 Trimethylhydroquinone 
• 78-79-5 isoprene 
• 130352-47-5 4-C₂Me-4-hydroxy-3-methyl-2-methyl-2-cyclobuten-1-one 
• 935-92-2 2,3,5-Trimethyl-1,4-benzoquinone 
• 104108-29-4 prenyl tributylstannane 
• 556-82-1 3-methyl-2-buten-1-ol 
• 115-18-4 2-methyl-3-buten-2-ol 
• 4316-69-2 2-iodo-3,5,6-trimethyl-1,4-hydroquinone 
• 34417-76-0 1-iodo-2,5-bis(methoxymethoxy)-3,4,6-trimethylbenzene 
• 870-63-3 prenyl bromide 
• 67883-69-6 Trimethyl-(3-methyl-but-2-enyl)hydrochinon 
• 36592-62-8 4-acetoxy-2,3,5-trimethylphenol 

Relevant academic research and scientific papers

Highly Selective Synthesis of Ortho-Prenylated Phenols and Chromans by using a New Bimetallic CuAl-KIT-5 with a 3D-Cage-type Mesoporous Structure

A nice piece of KIT: The first synthesis of a new bimetallic 3D-cage-type mesoporous catalyst CuAl-KIT-5 and its remarkable performance for the highly selective synthesis of ortho-prenylated phenols and chromans is reported.

Mesoporous and hexagonally ordered CuAl-SBA-15-catalyzed tandem C-C and C-O bond formation between phenols and allylic alcohols

A novel mesoporous catalyst, CuAl-SBA-15, with a hexagonally ordered porous structure prepared via a soft-templating approach in a highly acidic medium is used for tandem C-C and C-O bond formation between phenols and allylic alcohols to afford a variety of dihydrobenzopyrans in good yields. The catalyst is also found to be highly active for the synthesis of vitamin E and can be recycled several times without significant loss of its activity.

Reaction between phenols and isoprene under zeolite catalysis. Highly selective synthesis of chromans and o-isopentenylphenols

Chromans 3 and o-isopentenylphenols 4 are synthesized in satisfactory to good yields and selectivities by the reaction of phenols and isoprene in the presence of the commercially available acid faujasite zeolite HSZ-360.

PRODUCTION OF 2-ALKENYL-3,5,6-TRIMETHYL-1,4-BENZOQUINONES AND THEIR WATER-SOLUBLE FORMS

A method is described for the synthesis of 3,5,6-trimethyl-1,4-benzoquinones containing isoprenoid substituents with hydrocarbon chain lengths between C5 and C20 at position 2 by the condensation of 2,3,5-trimethylhydroquinone or its

Allylation of Quinones with Allyltin Reagents

Lewis acid (BF3) catalyzed allylation of quinones with allyl- (2a), 2-methyl-2-propenyl- (2b), trans-2-butenyl- (2c,d), 3-methyl-2-butenyl- (2e,f), and trans-cinnamyltrialkyltin (2g) gives the corresponding allylhydroquinones with high regioselectivity.Vitamin K2(5) (7) and coenzyme Q1 (9) were prepared in yields of 78 and 75percent, respectively.These reactions appear to proceed through allylquinol intermediates which undergo rearrangement under the influence of BF3.The success of this synthesis of vitamin K2(5) and coenzyme Q1 depends on the fact that the reaction of 3-methyl-2-butenyltin with quinones occurs at the α carbon of the allylic system.