ChemicalBook CAS DataBase List 5-Bromoacetyl-2-hydroxybenzaldehyde

5-Bromoacetyl-2-hydroxybenzaldehyde synthesis

6synthesis methods

Product Name:5-Bromoacetyl-2-hydroxybenzaldehyde
CAS Number:115787-50-3
Molecular formula:C9H7BrO3
Molecular Weight:243.05

5-Bromoacetyl-2-hydroxybenzaldehyde can be used as an intermediate for salmeterol. It can be synthesized by the substitution reaction of Bromoacetyl chloride and Salicylaldehyde.

22118-09-8 Synthesis

22118-09-8
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90-02-8 Synthesis

90-02-8
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115787-50-3
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$5.00/250mg

Yield:115787-50-3 84%

Reaction Conditions:

Stage #1:2-bromoacetyl chloride with aluminum (III) chloride in dichloromethane at 50; for 0.5 h;
Stage #2:salicylaldehyde in dichloromethane at 40; for 12 h;

Steps:

1 Example 1 Synthesis of 5-(bromoacetyl)salicylaldehyde
Anhydrous aluminum trichloride (20 g, 0.15 mol) was added to a 250 mL three-necked flask, and 15 mL of methylene chloride was added dropwise with stirring. The temperature was raised to 50 ° C, 10 mL of a methylene chloride solution of 7 g (0.045 mol) of bromoacetyl chloride was added dropwise and the mixture was stirred for 30 minutes. Salicylaldehyde (3.66 g, 0.03 mol) was dissolved in 10 mL of dichloromethane, dropped into the reaction mixture at 40 ° C. and refluxed for 12 hours. The reaction mixture was slowly poured into 120 g of crushed ice with stirring, the pH was adjusted to 4, and the mixture was stirred for 30 minutes. Then dichloromethane was added. The organic layer was separated and the aqueous layer was washed with dichloromethane (30 mL x 3). The organic phases were combined and the organic phase was washed with distilled water and brine successively, then dried over anhydrous magnesium sulfate, filtered, concentrated and dried in vacuo to give a purple oil. After stirring with 15 mL of dichloromethane, 60 mL of petroleum ether was added at 0 ° C to precipitate a light brown solid which was filtered and dried to give 6.1 g of 5-(bromoacetyl)salicylaldehyde in a yield of 84%.

References:

Shanghai Moxue Pharmaceutical Technology Co., Ltd.;Bu Gonggaofamingren CN104557572, 2017, B Location in patent:Paragraph 0041; 0042; 0043; 0044

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90-02-8 Synthesis

90-02-8
438 suppliers
$9.00/1g