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Chemical Structure| 60314-08-1

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Product Details of [ 60314-08-1 ]

CAS No. :60314-08-1
Formula : C10H10O5
M.W : 210.18
SMILES Code : O=C(O)C1=C(C(OC)=CC=C1)C(OC)=O
MDL No. :MFCD12546885

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* 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 [ 60314-08-1 ]

[ 60314-08-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 13365-26-9 ]
  • [ 60314-08-1 ]
YieldReaction ConditionsOperation in experiment
3.25 g (75%) With sodium methylate; In N,N,N,N,N,N-hexamethylphosphoric triamide; B. 2-Carbomethoxy-3-Methoxybenzoic Acid Dimethyl 3-nitrophthalate (4.8 g, 20 mmol) was added to a cold solution of sodium methoxide (2.61 g, 48.3 mmol) in dry hexamethylphosphoric triamide (75 ml). The resulting dark solution was gradually brought to room temperature and the reaction mixture was stirred for 44 hrs. It was then diluted with water (125 ml) and extracted with benzene. (This extract contained a variable quantity of dimethyl 3-methoxyphthalate. The aqueous layer was acidified with hydrochloric acid and extracted with benzene. The combined organic layers were washed with water (5*30 ml) and then brine (1*15 ml), dried over sodium sulfate, filtered and evaporated to give 3.25 g (75%) of 2-carbomethoxy-3-methoxybenzoic acid, mp 140-141 C. (benzene). Identity was confirmed by mixture mp, co-chromatography and spectroscopic comparison with an authentic sample. 1 H NMR (CDCl3) δ 3.86 (3H, s, ArCO2 CH3), 3.93 (3H, s, ArOCH3), 7.13 (1H, dd, J=8,2 Hz, ArH4), 7.43 (1H, t, J=8 Hz, ArH5), 7.68 (1H, dd, J=8,2 Hz, ArH6, 10.50 (1H, broad s, ArCO2 H); IR (KBr) 3200 (br), 2960, 1740, 1690, 1585, 1475, 1310, 1050 cm-1, etc.; mass spectrum m/e (rel. intensity) 211 (m+ +1,5%), 210 M+, 30%), 193 (M+ -OH, 2%), 180 (M+ -2CH3, 100%), 179 (M+ -OCH3, 10%), etc. Anal. for C10 H10 O5: Calcd.: C, 57.14; H, 4.79. Found: C, 57.07; H, 4.76.
 

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