5707-27-7

Usage

InChI:InChI=1/C29H33NO5/c1-5-15-35-29(32)26-18(3)30-24-16-21(19-7-11-22(33-4)12-8-19)17-25(31)28(24)27(26)20-9-13-23(14-10-20)34-6-2/h7-14,21,27,30H,5-6,15-17H2,1-4H3

Upstream product

• 124-41-4 sodium methylate 
• 91-13-4 α,α'-dibromo-o-xylene 
• 67-56-1 methanol 
• 119367-60-1 2-(Methoxymethyl)benzaldehyde tosylhydrazone 
• 111-96-6 diethylene glycol dimethyl ether 
• 119391-23-0 C₁₆H₁₇N₂O₃S^(1-)*Na⁽¹⁺⁾ 
• 538-86-3 benzyl methyl ether 
• 109-87-5 Dimethoxymethane 
• 71-43-2 benzene 

Downstream Products

• 106020-70-6 2-[(methoxymethyl)methyl]benzaldehyde 
• 145911-83-7 dimethyl 2-methoxymethylbenzylphosphonate 
• 408535-99-9 (2-methoxymethyl-phenyl)-acetic acid 
• 95335-46-9 2-chloromethylphenylacetic acid 
• 73217-11-5 (2-bromomethylphenyl)acetonitrile 
• 36374-49-9 2-(2-benzylphenyl)acetic acid 
• 4385-35-7 isochroman-3-one 
• 408535-88-6 (2-methoxymethyl-phenyl)-acetonitrile 

Relevant academic research and scientific papers

New method for the synthesis of benzyl alkyl ethers mediated by FeSO 4

The synthesis of benzyl alkyl ethers from benzyl bromides and alcohols using FeSO4 as a recoverable and reusable mediator has been described without use of base and cosolvent under mild conditions.

Synthetic Study of Selective Benzylic Oxidation

Oxidation of bisbenzyl ethers was studied using 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ). Compared to other benzylic oxidations such as Kornblum type reaction of benzyl bromides or MnO2 oxidation of benzyl alcohols, DDQ oxidation offered advantages of being mild and highly selective to provide monoaldehyde products. We have explored factors which influence the course of the reaction and exemplified the synthetic value of the approach by preparing a number of aromatic intermediates (7-8, 15-25).

A convenient synthesis of methyl- and isopropyl-benzyl ethers using silver(II) oxide as reagent

Substituted bromomethyl- and chloromethylbenzenes and bis(bromomethyl) benzenes were directly converted, in high yields, to the corresponding methyl- and isopropyl-benzyl ethers by treatment with silver(II) oxide in methanol or isopropanol.

Intramolecular Generation of Oxonium Ylides from Functionalized Arylcarbenes

Arylcarbenes carrying alkoxyalkyl groups in the ortho position have been generated by flash pyrolysis and photolysis of appropriate tosylhydrazone sodium salts.In the gas phase and in a aprotic solvents, interaction of the carbenes with the lone electron pairs of oxygen competes efficiently with insertion into C-H bonds.Both five- and six-membered cyclic oxonium ylides have been generated.The ylides 23, 37, 61b, and 74 undergo 1,2 shifts of benzyl groups with ease, even if ring contraction to highly strained benzocyclobutenes is involved (23, 74).The oxonium ylides37 and 61b strongly prefer the nonconcerted Stevens rearrangement to the sigmatropic Sommelet rearrangement, in contrast to analogous ammonium ylides.Alkyl shifts occur to a very minor extent, if at all.Evidence is presented that alcohols intercept both the carbenes and the oxonium ylides.Protonation of the ylides leads to cyclic oxonium ions, which undergo nucleophilic cleavage of the C-O bonds.Acid catalyzed decomposition of the appropriate diazo compounds gives rise to six-membered, but not to five-membered, cyclic oxonium ions, thus confirming the different intramolecular reactivities of arylcarbenes and benzyl cations.The efficiency of carbene interception increases with increasing acidity of the medium, suggesting nucleophilic behavior (protonation) of the arylcarbenes.

Elaboration of α-Substituted Benzyl Alkyl Ethers and Sulphides by Suppression of the Wittig and Related Rearrangements via Complexation to Tricarbonylchromium

Co-ordination of benzyl alkyl ethers and sulphides to tricarbonylchromium allows α-substitution via the corresponding α-carbanions to be achieved by suppression of the Wittig and related rearrangements.Little stereoselectivity was observed in the α-methylation of tricarbonylchromium complexes of benzyl ethers derived from a variety of chiral alcohols.Excellent stereoselectivities were observed in the mono- and di-methylation reactions of tricarbonylchromium where single diastereoisomers of the α-methyl and α,α'-dimethyl complexes were formed.Deprotonation and methylation of tricarbonyl-syn-1-methoxytetralinchromium occured stereospecifically with complete retention of configuration under conditions where the corresponding anti-complex was inert.On treatment with base tricarbonyl-(3-chloropropyl benzyl ether)chromium cyclises to give tricarbonyl-(2-phenyltetrahydrofuran)chromium.Exposure of arenetricarbonylchromium complexes to air and sunlight quantitatively liberates the free arene.

Benz (c) fluoran compounds and recording sheet containing them

Novel benz[c]fluoran compounds such as 2-phenylamino-8-diethylamino-benz[c]fluoran, 2-(2',4',6'-trimethylphenylamino)-8-diethylamino-benz[c]fluoran and N-[8-diethylaminobenz[c]fluoran-2-yl]-N-[6-diethylaminofluoran-2-yl]amine, which are useful as a coloring material for record material systems such as pressure-sensitive copying paper or heat-sensitive copying paper, wherein colored images formed by an electron-donoracceptor color-forming reaction between coloring material and acidic material.