848574-60-7

Basic information

• Product Name: 3-(Cyclopropylmethoxy)-4-hydroxybenzoic acid methyl ester
• Synonyms: 3-(Cyclopropylmethoxy)-4-hydroxybenzoic acid methyl ester;Benzoic acid, 3-(cyclopropylMethoxy)-4-hydroxy-, Methyl ester;3-(CyclopropylMethoxy)-3-hydroxybenzoic Acid Methyl Ester;Methyl 3-(cyclopropylmethoxy)-4-hydrobenzoate;Methyl 3-(cyclopropylmethoxy)-4-hydroxybenzoate
• CAS NO: 848574-60-7
• Molecular Formula: C12H14O4
• Molecular Weight: 222.23716
• Mol File: 848574-60-7.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Density: 1.241
• Storage Temp.: 2-8°C
• Solubility: DCM, Ethyl Acetate, Methanol
• CAS DataBase Reference: 3-(Cyclopropylmethoxy)-4-hydroxybenzoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(Cyclopropylmethoxy)-4-hydroxybenzoic acid methyl ester(848574-60-7)
• EPA Substance Registry System: 3-(Cyclopropylmethoxy)-4-hydroxybenzoic acid methyl ester(848574-60-7)

Safety Data

• Hazardous Substances Data: 848574-60-7(Hazardous Substances Data)

Usage

Uses

3-(Cyclopropylmethoxy)-3-hydroxybenzoic Acid Methyl Ester is an intermediate in the synthesis of Roflumilast (R639700), an selective phosphodiesterase 4(PDE4) inhibitor.

InChI:InChI=1S/C12H14O4/c1-15-12(14)9-4-5-10(13)11(6-9)16-7-8-2-3-8/h4-6,8,13H,2-3,7H2,1H3

Upstream product

• 2150-43-8 3,4-dihydroxybenzoic acid methyl ester 
• 7051-34-5 cyclopropylcarbinyl bromide 
• 1255707-32-4 4-benzyloxy-3-cyclopropylmethoxybenzoic acid methyl ester 
• 1255707-31-3 4-(benzyloxy)-3-(cyclopropylmethoxy)benzoic acid 
• 1381886-14-1 4-(benzyloxy)-3-(cyclopropylmethoxy)benzaldehyde 
• 4049-39-2 4-benzyloxy-3-hydroxy-benzaldehyde 
• 99-50-3 3,4-Dihydroxybenzoic acid 
• 14399-53-2 bis(iodomethyl)zinc 
• 1392191-29-5 methyl 3-(cyclopropylmethoxy)-4-iodobenzoate 
• 157942-12-6 methyl 3-hydroxy-4-iodobenzoate 
• 58123-77-6 3-hydroxy-4-iodobenzoic acid 
• 67-56-1 methanol 
• 1243391-44-7 3-(cyclopropylmethoxy)-4-hydroxybenzoic acid 

Downstream Products

• 1421708-61-3 C₂₅H₂₇FO₈ 
• 1421708-62-4 C₃₇H₄₀O₁₂ 

Relevant articles and documents

Synergistic Photo-Copper-Catalyzed Hydroxylation of (Hetero)aryl Halides with Molecular Oxygen

Photoredox-mediated copper-catalyzed hydroxylation of (hetero)aryl halides (including chlorides, bromides, and iodides) with O2 at room temperature has been developed. Preliminary mechanistic studies indicate no arylcopper intermediate and that aryl radicals are involved in this procedure. 18O-labeling experiments confirm the hydroxyl oxygen atom originated from molecular oxygen.

Intermediates for preparing roflumilast 3-cyclopropyl-methoxy-4-difluoro methoxybenzoic acid

The invention discloses a preparation method of roflumilast intermediate 3-cyclopropyl methoxyl-4-(difluoromethoxy)benzoic acid. A raw material of 3-hydroxy-4-benzyloxy benzaldehyde is subjected to 3-hydroxy cyclopropane methylation to convert aldehyde group to methyl carboxylate; then the material is subjected to catalytic hydrogenation to remove 4-benzyl group and subjected to difluoro methoxylation; and then the reaction product is hydrolyzed to obtain the 3-cyclopropyl methoxyl-4-(difluoromethoxy)benzoic acid. The method has the advantages of simple operation, mild reaction conditions and high regioselectivity, and is suitable for industrialized production.

Synergistic effect of additives on cyclopropanation of olefins

An efficient cyclopropanation of olefins with Zn(CH2I) 2, a catalytic amount of CCl3CO2H, and 1,2-dimethoxyethane at room temperature is described. A wide variety of olefins, including acid-sensitive substrates,