ChemicalBook CAS DataBase List 5-Bromo-2-(bromomethyl)toluene, 4-Bromo-1-(bromomethyl)-2-methylbenzene

5-Bromo-2-(bromomethyl)toluene, 4-Bromo-1-(bromomethyl)-2-methylbenzene synthesis

3synthesis methods

Product Name:5-Bromo-2-(bromomethyl)toluene, 4-Bromo-1-(bromomethyl)-2-methylbenzene
CAS Number:156001-49-9
Molecular formula:C8H8Br2
Molecular Weight:263.96

17100-58-2
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5-Bromo-2-(bromomethyl)toluene, 4-Bromo-1-(bromomethyl)-2-methylbenzene

156001-49-9
53 suppliers
$109.00/250mg

Yield: 97%

Reaction Conditions:

with carbon tetrabromide;triphenylphosphine in dichloromethane at 0 - 5;

Steps:

16.b
Step b intermediate 51 1 -Bromo-4-(bromomethyl)-3 -methylbenzene(4-Bromo-2-methylphenyl) methanol (10.4 g, 51.6 mmol) is dissolved in anhydrous CH₂Cl₂ (150 mL) and CBr₄ (18.8 g, 56.8 mmol) added. The reaction mixture is cooled to 0-5⁰C and PPh₃ (14.9 g, 56.8 mmol) is added. The reaction mixture is stirred overnight then hexane / EtOAc (9:1) (250 mL) is added with vigorous stirring. The triphenylphosphine oxide that forms during the reaction is filtered off and the filtrates are concentrated in vacuo. The resulting oil is purified on a silica gel pad with hexane / EtOAc (8:2). The solvent are removed on a rotary evaporator and the bromoform is removed by vacuum distillation (15 mm Hg, bp: 40-50⁰C) to provide the expected product l-Bromo-4-(bromomethyl)-3-methylbenzene (13.23 g, 97 %) as a yellow oil. IH NMR (300 MHz, CHLOROFORM-D): δ 7.37-7.27 (2H, m), 7.17 (IH, d, /= 8.1 Hz), 4.45 (2H, s), 2.39 (3H,s).

References:

Location in patent:Page/Page column 61-62

68837-59-2 Synthesis

68837-59-2
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156001-49-9
53 suppliers
$109.00/250mg

References

99548-55-7 Synthesis

BENZOIC ACID,4-BROMO-2-METHYL-,METHYL ESTER

99548-55-7
160 suppliers
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156001-49-9
53 suppliers
$109.00/250mg

References