2-(BROMOMETHYL)BENZYL ALCOHOL, 95% synthesis
- Product Name:2-(BROMOMETHYL)BENZYL ALCOHOL, 95%
- CAS Number:74785-02-7
- Molecular formula:C8H9BrO
- Molecular Weight:201.06
612-14-6
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74785-02-7
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Yield:74785-02-7 56%
Reaction Conditions:
with hydrogen bromide in toluene at 70;
Steps:
4.9 2-(Bromomethyl)phenyl]methanol (10)
A solution of 105mg (0.76mmol, 1.00moleq) 1,2-phenylenedimethanol (9) in 20ml of toluene was heated to 70°C. At this temperature, 80μl (0.85mmol, 1.12moleq) of 48% solution of HBr was added dropwise. After 20min, TLC analysis confirmed a presence of product 10 and a small amount of probably bis brominated side product. Reaction mixture was cooled down, neutralized with saturated aq solution of Na2CO3 and extracted with diethyl ether (3×15ml). Combined organic layer was evaporated and resulted mixture purified by FLC (Hex / EA=5 / 1) to afford 80.0mg (0.40mmol, 56%) of desired product 10 as a white solid compound. Novelty: 2-(bromomethyl)phenyl]methanol (10) is described in the literature by its M.P., 1H NMR, IR22 and MS spectra.23 M.p.: 61.0-63.8°C [Et2O], lit: 55°C [hexane].22 (0035) 1H NMR (600MHz, CDCl3): δ 7.43 and 7.39 (2×dd, 2×1H, J(3,4 or 5,6)=7.5Hz, J(3,5 or 4,6)=1.5Hz, H-C(3 and 6)), 7.35 and 7.31 (2×ddd, 2×1H, J(4,5)=7.9Hz, J(3,4 or 5,6)=7.5Hz, J(3,5 or 4,6)=1.5Hz, H-C(4 and 5)), 4.86 and 4.66 (2×s, 2×2H, -CH2OH and CH2Br).
References:
Hlavá?, Matú?;Ková?iková, Lucia;?oltésová Prnová, Marta;Addová, Gabriela;Hanquet, Gilles;?tefek, Milan;Bohá?, Andrej [Bioorganic and Medicinal Chemistry,2021,vol. 29,art. no. 115885] Location in patent:supporting information
612-14-6
176 suppliers
$10.00/1g
74785-02-7
43 suppliers
$35.00/100mg
91-13-4
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$14.00/1g
85-44-9
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$9.00/5g
74785-02-7
43 suppliers
$35.00/100mg
643-79-8
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$9.00/1g
74785-02-7
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88-99-3
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$15.00/50g
74785-02-7
43 suppliers
$35.00/100mg