methyl 3-nitro-4-bromomethylbenzoate
- Product Name
- methyl 3-nitro-4-bromomethylbenzoate
- CAS No.
- 88089-94-5
- Chemical Name
- methyl 3-nitro-4-bromomethylbenzoate
- Synonyms
- methyl 3-nitro-4-bromomethylbenzoate;Methyl 4-(bromomethyl)-3-nitrobenzoate;4-(bromomethyl)-3-nitrobenzoic acid methyl ester;Benzoic acid, 4-(bromomethyl)-3-nitro-, methyl ester
- CBNumber
- CB93037783
- Molecular Formula
- C9H8BrNO4
- Formula Weight
- 274.07
- MOL File
- 88089-94-5.mol
methyl 3-nitro-4-bromomethylbenzoate Property
- Boiling point:
- 364.5±32.0 °C(Predicted)
- Density
- 1.624±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
N-Bromosuccinimide Price
- Product number
- M293835
- Product name
- Methyl4-(Bromomethyl)-3-nitrobenzoate
- Packaging
- 500mg
- Price
- $175
- Updated
- 2021/12/16
- Product number
- CD12019665
- Product name
- Methyl4-(bromomethyl)-3-nitrobenzoate
- Purity
- 95+%
- Packaging
- 5g
- Price
- $462
- Updated
- 2021/12/16
methyl 3-nitro-4-bromomethylbenzoate Chemical Properties,Usage,Production
Uses
methyl 4-(bromomethyl)-3-nitrobenzoate is a useful reactant used for the preparation of nitrobenzyl-substituted α-hydroxy esters, (hydroxy)oxindoles, and benzosultams.
Synthesis
7356-11-8
88089-94-5
General procedure for the synthesis of methyl 4-(bromomethyl)-3-nitrobenzoate from methyl 4-methyl-3-nitrobenzoate: in a 1000 mL round-bottomed flask, a nitrogen purge was performed first and an inert nitrogen atmosphere was maintained. Methyl 4-methyl-3-nitrobenzoate (10 g, 51.24 mmol, 1.00 eq.), N-bromosuccinimide (NBS, 9.13 g, 51.29 mmol, 1.00 eq.), benzoyl peroxide (BPO, 1.24 g, 5.12 mmol, 0.10 eq.), and carbon tetrachloride (400 mL) were added sequentially. The reaction mixture was stirred at 100 °C for 15 hours. After completion of the reaction, the crude product was purified by silica gel column chromatography with the eluent ethyl acetate/petroleum ether (gradient elution in the ratio of 0:1 to 1:9). Finally, 11.1 g of methyl 4-(bromomethyl)-3-nitrobenzoate was obtained in 79% yield, and the product was a yellow oil. The crude product obtained can be directly used in the next reaction without further purification.
References
[1] Patent: US2015/315198, 2015, A1. Location in patent: Paragraph 1365; 1366
[2] Patent: WO2005/66136, 2005, A1. Location in patent: Page/Page column 93
[3] Tetrahedron Letters, 2002, vol. 43, # 34, p. 5949 - 5952
[4] Patent: WO2013/131408, 2013, A1. Location in patent: Page/Page column 73
[5] Patent: US6348474, 2002, B1. Location in patent: Page column 87
methyl 3-nitro-4-bromomethylbenzoate Preparation Products And Raw materials
Raw materials
Preparation Products
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