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Chemical Structure| 135-95-5 Chemical Structure| 135-95-5

Structure of 135-95-5

Chemical Structure| 135-95-5

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Product Details of [ 135-95-5 ]

CAS No. :135-95-5
Formula : C8H11NO2
M.W : 153.18
SMILES Code : OCC1=CC(N)=CC=C1OC
MDL No. :MFCD11106271

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Application In Synthesis of [ 135-95-5 ]

* 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 [ 135-95-5 ]

[ 135-95-5 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 5804-49-9 ]
  • [ 135-95-5 ]
YieldReaction ConditionsOperation in experiment
84% With tin(ll) chloride; In ethanol; at 70℃; for 1h; 3-hydroxymethyl-4-methoxyaniline A mixture of <strong>[5804-49-9]2-methoxy-5-nitrobenzylalcohol</strong> (1.02 g, 6.03 mmol) and SnCl2.H2O (6.8 g, 30.15 mmol) in EtOH (20 mL) was heated at 70 C. for 1 hour. After cooling, the mixture was treated with 2M NaOH and extracted with ether. The organic layer was washed with water, dried, and evaporated under vacuum to provide 2.18 g (84%) of the aniline 3-hydroxymethyl-4-methoxyaniline: 1H NMR (DMSO-d6, 500 MHz) delta 6.66 (d, 1H, J=2.2 Hz), 6.61 (d, 1H, J=8.6 Hz), 6.38 (dd, 1H, J=2.4 and 8.2 Hz), 4.81 (t, 1H, J=5.5 Hz), 4.54 (br, 2H), 4.37 (d, 2H, J=5.8 Hz), 3.61 (s, 3H).
  • 3
  • [ 5804-49-9 ]
  • [ 135-95-5 ]
  • [ 138563-71-0 ]
YieldReaction ConditionsOperation in experiment
palladium; The crude product obtained is purified by chromatography on 50 g of silica (0.065-0.20 mm) contained in a column 3 cm in diameter [eluent: methylene chloride/ethanol (95/5 by volume)], collecting 20 cm3 fractions. Fractions 21 to 29 are combined and concentrated to dryness under reduced pressure (2.7 kPa) at 40 C. After recrystallization from acetonitrile, 0.82 g of 2-{2-[3-(3-hydroxymethyl-4-methoxyphenyl)ureido]-N-phenylacetamido}-N-methyl-N-phenylacetamide melting at 181 C is thus obtained. 5-Amino-2-methoxyphenylmethanol may be prepared in a manner analogous to that described in Example 99 for the preparation of methyl (RS)-3-aminomandelate, but using 3 g of <strong>[5804-49-9]2-methoxy-5-nitrophenylmethanol</strong> and 0.5 g of 5% palladium-on-charcoal as the starting material. 1.2 g of 5-amino-2-methoxyphenylmethanol are thus obtained in the form of a meringue which is used as such in the subsequent syntheses. 2-Methoxy-5-nitrophenylmethanol may be prepared in the following way:
 

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