99355-53-0

Basic information

• Product Name: Benzene, (2-chloro-2-methoxyethyl)-
• CAS NO: 99355-53-0
• Molecular Formula: C9H11ClO
• Molecular Weight: 170.639
• Mol File: 99355-53-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzene, (2-chloro-2-methoxyethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, (2-chloro-2-methoxyethyl)-(99355-53-0)
• EPA Substance Registry System: Benzene, (2-chloro-2-methoxyethyl)-(99355-53-0)

Safety Data

• Hazardous Substances Data: 99355-53-0(Hazardous Substances Data)

Upstream product

• 75-36-5 acetyl chloride 
• 101-48-4 phenylacetaldehyde dimethyl acetal 
• 122-78-1 phenylacetaldehyde 

Downstream Products

• 1262314-42-0 1-(2-phenyl-1-methoxyethyl)-4-aza-1-azoniabicyclo[2.2.2]octane chloride 
• 1262314-40-8 N-(1-methoxy-2-phenylethyl)pyridinium chloride 
• 122-78-1 phenylacetaldehyde 
• 79566-22-6 N-(3-Benzyl-2-methyl-4-phenyl-isoxazolidin-5-yl)-N-methyl-hydroxylamine 
• 99355-55-2 N-(-1-methoxy-2-phenylethyl)cyclohexanecarboxamide 
• 99355-54-1 methyl N-(1-methoxy-2-phenylethyl)cyclohexanecarboximidate 
• 151562-87-7 1,8-Dihydroxy-10-(1-methoxy-2-phenyl-ethyl)-10H-anthracen-9-one 
• 1099-60-1 Ethyl-<4-nitro-phenyl>-α-methyl-β-phenethylphosphonat 

Relevant articles and documents

PROCESS FOR PREPARING REL-(3R*,3AS*,7AS*)-3-BENZYL-2-METHYL-2,3, 3A,4,5,6,7,7A- OCTAHYDROBENZO[D]ISOXAZOI-4-ONE OR A SALT THEREOF

The invention concerns a process for preparing BTG-1640, i.e. rel- (3R*,3aS*,7aS*)-3-benzyl-2-methyl-2,3,3a,4,5,6,7,7a-octahydrobenzo[d]isoxazol- 4-one or a salt thereof, comprising the following steps: d) adding phenylacetaldehyde (4) to N-methylhydroxylamine (5) in the form of a salt in the presence of an organic base selected from the group consisting of tertiary amines NR1 R2R3, where R1, R2, R3 independently from each other represent a C1-C4 alkyl group, alkali or alkaline earth metal (C1-C4)alkoxides, alkali or alkaline earth metal (C1-C4)carboxylates, and in the presence of an anhydrous polar solvent selected from the group consisting of C1-C5 alcohols, formamide, dimethylformamide, dimethylsulphoxide, at a temperature within the range from O°C to 12O°C to provide, after removal of the solvent, a solid mixture of nitrone monomer (3) and dimer (10), wherein the nitrone to dimer ratio is within the range from 90:10 to 0:100; e) reacting the solid mixture obtained in step d), wherein the ratio of the nitrone to dimer is within the range from 90:10 to 0:100, with cyclohexenone (2); f) subjecting the crude reaction product obtained in e), having been optionally evaporated to dryness and retaken in a water-immiscible solvent, to at least one wash with water followed by evaporating the organic phase to dryness; g) separating the BTG-1640 as an oxalate salt (1c) by precipitating with oxalic acid added to the organic phase in the dry state; and h) optionally freeing the BTG-1640 base from the oxalate salt.

Simple, rapid procedure for the synthesis of chloromethyl methyl ether and other chloro alkyl ethers

Zinc(II) salts catalyze the reaction between acetals and acid halides to provide haloalkyl ethers in near-quantitative yield. Reactions from millimole to mole scale are typically complete in 1-4 h with 0.01 mol % catalyst. The solutions of haloalkyl ethers thus obtained can be utilized directly in reactions in which the presence of the ester byproduct does not interfere. Excess haloalkyl ether is destroyed on workup, thereby minimizing exposure to this class of carcinogenic compounds.

Synthesis of N-(α-Methoxyalkyl) Amides from Imidates

Two general routes from imidates to N-(α-methoxyalkyl) amides (e.g.,R'CONHCH(OCH3)R, 1) are reported.The first involves acylation of the imidate on nitrogen with an acyl chloride, followed by reduction with sodium borohydride.In the second, an aldehyde is converted, via its methyl acetal, to an α-chloro methyl ether, which is used to alkylate the imdate.Further treatment with pyridinium chloride in dry Me2SO yields 1.Thirteen examples are reported.