
4-tert-Butylbenzyl bromide synthesis
- Product Name:4-tert-Butylbenzyl bromide
- CAS Number:18880-00-7
- Molecular formula:C11H15Br
- Molecular Weight:227.14

98-51-1

18880-00-7
General procedure for the synthesis of 4-tert-butylbenzyl bromide from 4-tert-butyltoluene: Referring to Example 19 Preparation of N-(4-tert-butylbenzyl)methanamine (Alternative method), 4-tert-butyltoluene (14.8 g, 0.10 mol) was dissolved in carbon tetrachloride, and N-bromosuccinimide (17.8 g, 0.10 mol) and benzoyl peroxide (200 mg) were added . The reaction mixture was refluxed for 2 h and subsequently cooled to room temperature. The insoluble material was removed by filtration and the filtrate was washed with carbon tetrachloride. The filtrate was concentrated under reduced pressure and the resulting residue was dissolved in hexane and dried with magnesium sulfate. Finally, the solvent was evaporated under reduced pressure to give 22.7 g of 4-tert-butylbenzyl bromide (yield: 100%).

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Yield:18880-00-7 100%
Reaction Conditions:
with N-Bromosuccinimide;dibenzoyl peroxide in tetrachloromethane;hexane;
Steps:
R.19 Production of N-(4-tert-Butylbenzyl)methylamine (Alternative Method)
Referential Example 19 Production of N-(4-tert-Butylbenzyl)methylamine (Alternative Method) p-tert-butyltoluene (14.8 g; 0.10 mol) was dissolved in carbon tetrachloride, and N-bromosuccinimide (17.8 g; 0.10 mol) and benzoyl peroxide (200 mg) were added thereto. The mixture was refluxed for 2 hours, and then cooled. Insoluble matter was filtered off, followed by washing with carbon tetrachloride. The filtrate was concentrated under reduced pressure, and the residue was dissolved in n-hexane, followed by drying over magnesium sulfate. The solvent was evaporated under reduced pressure, to thereby yield 22.7 g of p-tert-butylbenzyl bromide (yield: 100%).
References:
US6586633,2003,B1

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