ChemicalBook CAS DataBase List 3,5-Dimethoxyaniline

3,5-Dimethoxyaniline synthesis

13synthesis methods

Product Name:3,5-Dimethoxyaniline
CAS Number:10272-07-8
Molecular formula:C8H11NO2
Molecular Weight:153.18

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10272-07-8
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Yield:10272-07-8 94 %Spectr.

Reaction Conditions:

with triethylamine;tris[tert-butyl]phosphonium tetrafluoroborate in tetrahydrofuran;water at 20; for 15 h;Staudinger Azide Reduction;

Steps:

A typical procedure for reduction of aromatic azide 8

General procedure: To a solution of ethyl 4-azidobenzoate (8a) (19.0 mg, 99.4 μmol) and NEt3 (16.3 μL, 0.116 mmol) dissolved in THF (0.40 mL) and H2O (40 μL) was added n-Bu3P·HBF4 (34.8 mg, 0.120 mmol) at room temperature. After stirring for 15 h at the same temperature, the mixture was concentrated under reduced pressure. The residue was purified by preparative TLC (n-hexane/EtOAc = 1/1) to give 4-(ethoxycarbonyl)aniline (9a) (15.5 mg, 93.8 μmol, 94.3%) as a colorless oil.

References:

Meguro, Tomohiro;Yoshida, Suguru;Hosoya, Takamitsu [Chemistry Letters,2017,vol. 46,# 4,p. 473 - 476] Location in patent:supporting information

20469-65-2 Synthesis