N-2-HYDROXYETHYL-M-TOLUIDINE synthesis

7synthesis methods

Product Name:N-2-HYDROXYETHYL-M-TOLUIDINE
CAS Number:102-41-0
Molecular formula:C9H13NO
Molecular Weight:151.21

625-95-6
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141-43-5 Synthesis

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102-41-0
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Yield:102-41-0 92%

Reaction Conditions:

with copper(l) chloride;potassium hydroxide at 20; for 8 h;Neat (no solvent);

Steps:

General Procedure A: Cu-catalyzed N-arylation of amino alcohols with iodobenzenes

General Procedure: CuCl (10 mg, 0.1 mmol), Aryl iodided (if solid, 1.0 mmol), and KOH (112 mg, 2.0 mmol) were added to a screw-capped test tube. Aryl iodided (if liquid, 1.0 mmol), and amino alcohol (3 mmol) were added by syringe at room temperature. The reaction mixture was stirred at room temperature for 8-12h. The resulting mixture was diluted with water (2 mL) before extraction with ethyl acetate (410 mL), and dried over Na₂SO₄, the filtrate was concentrated under reduced pressure, and the mixture was purified by column chromatography on silica gel to afford the desired product.

References:

Yin, Huiqing;Jin, Ming;Chen, Wei;Chen, Chen;Zheng, Likang;Wei, Ping;Han, Shiqing [Tetrahedron Letters,2012,vol. 53,# 10,p. 1265 - 1270] Location in patent:supporting information; experimental part

107-21-1 Synthesis