ChemicalBook CAS DataBase List Benzaldehyde, 2-broMo-4-hydroxy

Benzaldehyde, 2-broMo-4-hydroxy synthesis

7synthesis methods

Product Name:Benzaldehyde, 2-broMo-4-hydroxy
CAS Number:22532-60-1
Molecular formula:C7H5BrO2
Molecular Weight:201.02

64-17-5

591-20-8

22532-60-1

The general procedure for the synthesis of 2-bromo-4-hydroxybenzaldehyde from ethanol and m-bromophenol was as follows: 30% aqueous sodium hydroxide solution (160 mL) was mixed with 3-bromophenol (10.04 g, 58 mmol) and heated to 70-75 °C. Subsequently, ethanol (5 mL) was added all at once and chloroform (28 mL, 0.35 mol) was added slowly and dropwise. After maintaining the reaction at 75 °C for 1 hour, the reaction mixture was continued to be stirred at this temperature for 3 hours. Upon completion of the reaction, the mixture was cooled to room temperature and acidified with 10N hydrochloric acid. Most of the by-products were removed by steam distillation. The residue was cooled and the precipitate was separated by filtration. The crude product was purified by silica gel column chromatography using hexane/ethyl acetate (2:1, v/v) as eluent to give 1.75 g of 2-bromo-4-hydroxybenzaldehyde in 15% yield.

123-08-0 Synthesis

123-08-0
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22532-60-1
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$29.00/1g

Yield:22532-60-1 88%

Reaction Conditions:

with 1,2-diphenyl-1,1,2,2-tetrahydroperoxyethane;hydrogen bromide in water;acetonitrile at 20; for 2.5 h;

Steps:

Bromination of anilines and phenol derivatives (Scheme 2, entry 8) General procedure

General procedure: To a solution of aniline/phenol (1 mmol) in CH₃CN (4 mL), HBr and THPDPE (depending on the substrate as shown in Table 7) were added and the solution was stirred at room temperature. After the reaction was completed, Na₂SO₃ (3M, 1mL) was added to the stirring mixture followed by the addition of H₂O (10 mL). The solution was stirred until the desired precipitates appeared. The products were filtered and more purification was carried out using silica- packed column chromatography (Hexane-EtOAc). All of the products were characterized on the basis of their melting points, IR, ¹H NMR, and ¹³C NMR spectral analysis and compared with those reported

References:

Khosravi, Kaveh;Naserifar, Shirin [Tetrahedron,2018,vol. 74,# 45,p. 6584 - 6592] Location in patent:supporting information

43192-31-0 Synthesis