68267-68-5

Basic information

• Product Name: Benzenamine, 4-methoxy-2-(2-propenyl)-
• CAS NO: 68267-68-5
• Molecular Formula: C10H13NO
• Molecular Weight: 163.219
• Mol File: 68267-68-5.mol
• Article Data: 26

Chemical Properties

• CAS DataBase Reference: Benzenamine, 4-methoxy-2-(2-propenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 4-methoxy-2-(2-propenyl)-(68267-68-5)
• EPA Substance Registry System: Benzenamine, 4-methoxy-2-(2-propenyl)-(68267-68-5)

Safety Data

• Hazardous Substances Data: 68267-68-5(Hazardous Substances Data)

Upstream product

• 71954-46-6 N-allyl-4-methoxyaniline 
• 1219744-19-0 C₁₀H₁₁NO₃ 
• 474924-65-7 allyl-(4-methoxy-phenyl)-carbamic acid tert-butyl ester 
• 18437-68-8 tert-butyl N-(4-methoxyphenyl)carbamate 
• 104-94-9 4-methoxy-aniline 
• 106-49-0 p-toluidine 
• 14618-59-8 N-(tert-butoxycarbonyl)-4-methylaniline 

Downstream Products

• 22245-89-2 7-methoxy-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one 
• 882787-32-8 N-(2-allyl-4-methoxy-phenyl)-acrylamide 
• 66236-18-8 N-(2-allyl-4-methoxy-phenyl)-4-methyl-benzenesulfonamide 
• 46180-98-7 7-methoxy-2,3,4,5-tetrahydro-1H-benzo[b]azepine 
• 1227403-34-0 2-propyl-4-methoxyaniline 
• 184041-83-6 C₁₁H₁₅NO 
• 1361121-48-3 (E)-4-methoxy-2-(prop-1-en-1-yl)aniline 
• 66236-30-4 C₁₇H₁₉NO₃S 
• 1361121-57-4 C₂₀H₂₁NO₃S 
• 1374693-94-3 C₂₈H₃₁NO₇S 
• 1597592-67-0 2-allyl-N-(2-bromobenzyl)-4-methoxyaniline 

Relevant articles and documents

Synthesis of functionalized indoles via palladium-catalyzed cyclization of N-(2-allylphenyl) benzamide: A method for synthesis of indomethacin precursor

We developed an efficient method for synthesis of substituted N-benzoylindole via Pd(II)-catalyzed C-H functionalization of substituted N-(2-allylphenyl)benzamide. The reaction showed a broad substrate scope (including N-acetyl and N-Ts substrates) and substituted indoles were obtained in good to excellent yields. The most distinctive feature of this method lies in the high selectivity for N-benzoylindole over benzoxazine, and this is the first example of Pd(II)-catalyzed synthesis of substituted N-benzoylindole. Notably, this new method was applied for the synthesis of key intermediate of indomethacin.

Synthesis of Benzofuran and Indole Derivatives Catalyzed by Palladium on Carbon

Benzofurans and indoles are key moieties in many natural products and pharmaceuticals. Herein, we describe a cheap and easy-to-execute strategy for the synthesis of benzofurans and indoles, employing Pd/C as the promoter. A variety of substituted allyl-anilines and allyl-phenols were converted into the desired products in good to excellent yields. Recycling of Pd/C was possible up to five cycles, keeping similar levels of reactivity.

Palladium-Catalyzed Fluoroalkylative Cyclization of Olefins

A palladium-catalyzed fluoroalkylative cyclization of olefins with readily available Rf-I reagents to afford the corresponding fluoroalkylated 2,3-dihydrobenzofuran and indolin derivatives with moderate to excellent yields is reported. This novel procedure provides an efficient method for the construction of Csp3-CF2 and C-O/N bonds in one step. A wide range of functional groups are tolerated. It is proposed that a radical/SET (single electron transfer) pathway proceeding via the fluoroalkyl radical may be involved in the catalytic cycle.