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Chemical Structure| 220286-47-5 Chemical Structure| 220286-47-5

Structure of 220286-47-5

Chemical Structure| 220286-47-5

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Product Details of [ 220286-47-5 ]

CAS No. :220286-47-5
Formula : C9H11NO3
M.W : 181.19
SMILES Code : O=C(OC)C1=CC(CO)=CC(N)=C1
MDL No. :MFCD11036276
InChI Key :MOYDZZVEYJZZGZ-UHFFFAOYSA-N
Pubchem ID :10535399

Safety of [ 220286-47-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Application In Synthesis of [ 220286-47-5 ]

* 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 [ 220286-47-5 ]

[ 220286-47-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 220286-47-5 ]
  • [ 307353-32-8 ]
YieldReaction ConditionsOperation in experiment
62% With tert.-butylnitrite; copper(ll) bromide; In acetonitrile; at 65℃; for 0.5h; Methyl 3-bromo-5-(hydroxymethyl)benzoate. Methyl 3-amino-5-(hydroxymethyl)benzoate (2.4 g, 13.2 mmol) in dry acetonitrile (10 mL) was added dropwise to a solution of copper (II) bromide (3.54 g, 15.8 mmol) and tert-butyl nitrite (2.24 mL, 18.9 mmol) in acetonitrile (20 mL) at 65 C. After stirring for 30 min at 65 C., the reaction mixture was cooled to room temperature, poured into a 1 N hydrochloric acid solution, and extracted with ethyl acetate (2×). The organic layers were pooled together, washed with brine (2×), dried over sodium sulfate, and concentrated. Column chromatography on silica gel (30% ethyl acetate/hexanes) afforded 2.0 g (62%). 1H-NMR (CDCl3, 300 MHz) delta 8.04 (s, 1H), 7.90 (s, 1H), 7.69 (s, 1H), 4.70 (s, 2H), 3.89 (s, 3H). Mass spec.: 246.98 (MH)+.
 

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