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Chemical Structure| 10538-48-4 Chemical Structure| 10538-48-4

Structure of 10538-48-4

Chemical Structure| 10538-48-4

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Product Details of [ 10538-48-4 ]

CAS No. :10538-48-4
Formula : C11H14O4
M.W : 210.23
SMILES Code : COC1=CC=CC(CCC(O)=O)=C1OC
MDL No. :MFCD00029821
InChI Key :QPHAUUNQQLRYCJ-UHFFFAOYSA-N
Pubchem ID :314929

Safety of [ 10538-48-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 10538-48-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 10538-48-4 ]

[ 10538-48-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 10538-48-4 ]
  • [ 6342-80-9 ]
YieldReaction ConditionsOperation in experiment
44% With Eaton?s reagent; at 20℃; for 72h; Carboxylic acid 9 (4.99 g, 23.7 mmol) was mixed with Eaton's reagent (47.5 mL, 3 g per mmol of carboxylic acid 9) and stirred for 72 h at room temperature. The mixture was then poured over ice, neutralized, and extracted with EtOAc (3×75 mL). The organic layer was dried over sodium sulfate, concentrated and purified by flash chromatography using a prepacked 100 g silica column [solvent A: EtOAc; solvent B: hexane; gradient: 7% A/93% B (1 CV), 7% A/93% B?60% A/40% B (10 CV), 60% A/40% B (2 CV); flow rate: 40 mL/min; monitored at 254 nm and 280 nm] to afford ketone 11 (2.01 g, 10.5 mmol, 44%) as a yellow solid. 1H NMR (CDCl3, 600 MHz) delta 7.06 (1H, d, J=8.4 Hz), 6.62 (1H, d, J=8.4 Hz), 3.61 (3H, s), 3.57 (3H, s), 2.70 (2H, t, J=5.4 Hz), 2.25 (2H, t, J=5.4 Hz). 13C NMR (CDCl3, 150 MHz) delta 204.6, 157.1, 147.4, 145.0, 130.7, 119.4, 112.0, 59.8, 55.8, 36.0, 22.1.
With PPA; EXAMPLE 2 4,5-Dimethoxy-1-indanone A reaction mixture of 14.3 g. of 3-(2,3-dimethoxyphenyl)propionic acid and 128 g. of polyphosphoric acid, was stirred with a glass rod at 85-87 C. for 10 minutes. The reaction mixture was poured onto approximately 500 g. of ice and stirred for thirty minutes. The mixture was then filtered and the residue was washed with approximately equal volume portions of water, a saturated aqueous sodium hydroxide solution and then water. The residue was dried in vacuo, to yield 8.1 g. of 4,5-dimethoxy-1-indanone as a brown solid. M.P. 73-74 C.
In methanesulfonic acid; b) 2,3-Dihydro-4,5-dimethoxy-1H-inden-1-one Under nitrogen a solution of 3-(2,3-dimethoxyphenyl)-propanoic acid (2 g) in 50 ml methanesulfonic acid was warmed at 60 0C and kept there for 2 hours. The reaction mixture was cooled to room temperature and poured into ice/water. After extraction with ethyl acetate the organic layer was washed with a 1N aqueous sodium hydroxyde solution, dried over magnesium sulfate, filtered and evaporated in vacuo yielding 1.2g of 2,3-dihydro-4,5-dimethoxy-1H-inden-1-one, M.S. (C.I.) (M/Z): 193 [M+H]+.
 

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