4-(Bromomethyl)pyridine hydrobromide synthesis
- Product Name:4-(Bromomethyl)pyridine hydrobromide
- CAS Number:73870-24-3
- Molecular formula:C6H7Br2N
- Molecular Weight:252.93
65737-59-9
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$76.00/5g
73870-24-3
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$9.00/1g
Yield:73870-24-3 93%
Reaction Conditions:
with phosphorus tribromide in chloroform at 45;
Steps:
5.2.22 4-(Bromomethyl)pyridinium bromide (19) [27]
Compound 18 (1.810g, 16.58mmol) was dissolved in 48% HBr (16mL) and stirred at reflux for 4h. The water was removed in vacuo to give a thick gum which was treated with ethanol at 5°C and then filtered. The white crystals were collected and washed with cold ethanol to get 4-(hydroxymethyl)pyridinium bromide (1.9g). To a suspension of this salt in chloroform (25mL) PBr3 (457μL, 4.85mmol) was added, and the mixture was stirred at reflux for 4.5h. After cooling down to 25°C, the white precipitate was collected and washed with cold chloroform to give 19 (2.3g, 93%) as a white solid. 1H NMR (300MHz, CDCl3) δ 8.80 (d, J=6.4Hz, 2H), 8.00 (d, J=6.4Hz, 2H), 4.61 (s, 2H). The spectroscopic data are consistent with those reported in literature [27].
References:
Relitti, Nicola;Saraswati, A. Prasanth;Chemi, Giulia;Brindisi, Margherita;Brogi, Simone;Herp, Daniel;Schmidtkunz, Karin;Saccoccia, Fulvio;Ruberti, Giovina;Ulivieri, Cristina;Vanni, Francesca;Sarno, Federica;Altucci, Lucia;Lamponi, Stefania;Jung, Manfred;Gemma, Sandra;Butini, Stefania;Campiani, Giuseppe [European Journal of Medicinal Chemistry,2021,vol. 212,art. no. 112998]
586-95-8
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$6.00/1g
73870-24-3
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$9.00/1g
872-85-5
503 suppliers
$10.00/1g
73870-24-3
178 suppliers
$9.00/1g