3380-61-8

Basic information

• Product Name: 7-methoxy-2-methyl-2,3-dihydro-4H-chromen-4-one
• Synonyms: CHEMBRDG-BB 6367761;7-METHOXY-2-METHYL-2,3-DIHYDRO-4H-CHROMEN-4-ONE;4H-1-Benzopyran-4-one, 2,3-dihydro-7-methoxy-2-methyl-
• CAS NO: 3380-61-8
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.2112
• Mol File: 3380-61-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 77 °C(Solv: water (7732-18-5); ethanol (64-17-5))
• Boiling Point: 332°C at 760 mmHg
• Flash Point: 145.7°C
• Density: 1.145g/cm³
• Vapor Pressure: 0.00015mmHg at 25°C
• Refractive Index: 1.526
• CAS DataBase Reference: 7-methoxy-2-methyl-2,3-dihydro-4H-chromen-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 7-methoxy-2-methyl-2,3-dihydro-4H-chromen-4-one(3380-61-8)
• EPA Substance Registry System: 7-methoxy-2-methyl-2,3-dihydro-4H-chromen-4-one(3380-61-8)

Safety Data

• Hazardous Substances Data: 3380-61-8(Hazardous Substances Data)

Upstream product

• 119840-35-6 trans-1-(2-hydroxy-4-methoxyphenyl)-2-buten-1-one 
• 119840-36-7 cis-1-(2-hydroxy-4-methoxyphenyl)-2-buten-1-one 
• 150-19-6 O-methylresorcine 
• 107-93-7 (E)-but-2-enoic acid 
• 74-88-4 methyl iodide 
• 3724-65-0 2-butenoic acid 

Relevant articles and documents

Bismuth(III) triflate catalyzed tandem esterification–Fries–oxa-Michael route to 4-chromanones

An efficient tandem reaction approach is described to prepare 4-chromanones from electron-rich phenols and 3,3-dimethylacrylic acid or trans-crotonic acid in boiling toluene using 20?mol?% bismuth(III) triflate as the catalyst. The reaction is also successful from the corresponding aryl esters of each of these acids under the same conditions. The procedure is convenient to perform, and 25–90% yields of products are realized following chromatography. A range of substrates is included (14 substrates for each acid) to help define the scope of the process. Additional experiments are reported, which confirm that the sequence of events involves (1) esterification, (2) Fries rearrangement and (3) oxa-Michael ring closure.

Synthesis of 13-Aza-18-nor-7-methyl-17-oxo-6-oxa-estra-1,3,5(10),9(11)-tetraene 3-Methyl Ether and 13-Aza-18-nor-7-methyl-17-oxo-6-thia-estra-1,3,5(10),9(11)-tetraene 3-Methyl Ether

Modified Wittig reaction of chromanone (Ia) and thiochromanone (Ib) with triethylphosphonoacetate provides the conjugated esters (IIa and IIb) which on LAH reduction furnish the allylic alcohols (IIIa) and (IIIb) respectively.Alkylation of succinimide with IIIa and IIIb in the presence of triphenylphosphine and diethyl azodicarboxylate gives the seco-steroids (IVa) and (IVb) respectively.Reduction of these secosteroids with sodium borohydride at pH 3 results in the generation of ethoxyamides (Va and Vb) which on subsequent cyclization in the presence of PTS yield the title compounds (VIa) and (VIb) respectively.