Methyl 2,4-dihydroxybenzoate synthesis
- Product Name:Methyl 2,4-dihydroxybenzoate
- CAS Number:2150-47-2
- Molecular formula:C8H8O4
- Molecular Weight:168.15
Yield:2150-47-2 79%
Reaction Conditions:
Stage #1:methanol;2,4-Dihydroxybenzaldehyde with tris(pentafluorophenyl)borate for 0.25 h;Green chemistry;
Stage #2: with tert.-butylhydroperoxide in decane for 36 h;Green chemistry;
Steps:
Typical experimental procedure:
General procedure: B(C6F5)3 (1 mol %) was added to a stirringsolution of aldehyde (1 mmol) in MeOH (6 mL). After 15 min., 5.5 M TBHP indecane (3 mmol) was added slowly and reaction mixture was refluxed untilthe complete conversion of starting material (monitored by TLC). Aftercompletion of reaction, the methanol was evaporated in vacuo. Later, thereaction mixture was diluted with water (20 mL) and extracted with ethylacetate (3 15 mL). The organic layer was washed with cold saturated sodiumbicarbonate solution (2 20 mL) followed by brine. The organic layer wasdried over MgSO4 and concentrated under reduced pressure and products werepurified over silica gel column chromatography in ethyl acetate/hexane. Allcompounds were characterized and confirmed by comparison of their spectraldata and physical properties with reported literature.
References:
Guggilapu, Sravanthi Devi;Prajapti, Santosh Kumar;Babu, Bathini Nagendra [Tetrahedron Letters,2015,vol. 56,# 7,p. 889 - 892] Location in patent:supporting information
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