2-Bromo-4-methoxy-5-(benzyloxy)benzaldehyde
- Product Name
- 2-Bromo-4-methoxy-5-(benzyloxy)benzaldehyde
- CAS No.
- 6451-86-1
- Chemical Name
- 2-Bromo-4-methoxy-5-(benzyloxy)benzaldehyde
- Synonyms
- 2-Bromo-4-methoxy-5-;6-BROMOBENZYL ISOVANILLIN;Benzaldehyde,2-broMo-4-Methoxy-5-(;Valproic Acid Impurity 46 Sodium salt;2-broMo-4-Methoxy-benzyloxybenzaldehyde;5-Benzyl-2-bromo-4-methoxylbenzaldehyde;5-BENZYLOXY-2-BROMO-4-METHOXY-BENZALDEHYDE;2-BROMO-4-METHOXY-5-(BENZYLOXY)BENZALDEHYDE;Benzaldehyde, 2-bromo-4-methoxy-5-(phenylmethoxy)-
- CBNumber
- CB3197910
- Molecular Formula
- C15H13BrO3
- Formula Weight
- 321.17
- MOL File
- 6451-86-1.mol
2-Bromo-4-methoxy-5-(benzyloxy)benzaldehyde Property
- Melting point:
- 142.4-143.3 °C(Solv: hexane (110-54-3); ethyl acetate (141-78-6))
- Boiling point:
- 427.5±40.0 °C(Predicted)
- Density
- 1.421±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- Appearance
- White to off-white Solid
- CAS DataBase Reference
- 6451-86-1(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- FB149615
- Product name
- 2-Bromo-4-methoxy-5-(benzyloxy)benzaldehyde
- Packaging
- 1g
- Price
- $87
- Updated
- 2021/12/16
- Product number
- Q464
- Product name
- 2-Bromo-4-methoxy-5-benzyloxybenzaldehyde
- Packaging
- 250mg
- Price
- $106
- Updated
- 2021/12/16
- Product number
- FB149615
- Product name
- 2-Bromo-4-methoxy-5-(benzyloxy)benzaldehyde
- Packaging
- 2g
- Price
- $152
- Updated
- 2021/12/16
- Product number
- Q464
- Product name
- 2-Bromo-4-methoxy-5-benzyloxybenzaldehyde
- Packaging
- 1g
- Price
- $265
- Updated
- 2021/12/16
- Product number
- FB149615
- Product name
- 2-Bromo-4-methoxy-5-(benzyloxy)benzaldehyde
- Packaging
- 5G
- Price
- $304
- Updated
- 2021/12/16
2-Bromo-4-methoxy-5-(benzyloxy)benzaldehyde Chemical Properties,Usage,Production
Uses
6-Bromobenzylisovanillin is an intermediate in the synthesis of 3,8-Dihydroxy-9-methoxy-6H-Dibenzo[b,d]pyran-6-one (D455545) which has been used in anti-wrinkle agents and is known as a collagen production promoter, MMP-1 production inhibitor and elastase activity inhibitor containing urolithin.
Synthesis
2973-59-3
100-39-0
6451-86-1
Under nitrogen protection, 2-bromo-5-hydroxy-4-methoxybenzaldehyde (8.70 mmol) was dissolved in 87 mL (0.1 M) of N,N-dimethylformamide (DMF) and cooled to 0 °C. Potassium carbonate (13.1 mmol, 1.8 g) and benzyl bromide (10.4 mmol, 1.77 g) were then added sequentially. The reaction mixture was slowly warmed to 25 °C and the reaction was stirred at this temperature for 5 hours. Upon completion of the reaction, the mixture was poured into 100 mL of aqueous ammonium chloride solution to quench the reaction. The reaction mixture was extracted with ethyl acetate (3 x 30 mL) and the organic layers were combined. The organic layer was washed with saturated saline (10 mL × 2), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to afford 2-bromo-4-methoxy-5-benzyloxybenzaldehyde (5-(benzyloxy)-2-bromo-4-methoxybenzaldehyde) 2.73 g (8.53 mmol, 98% yield).
References
[1] Patent: KR101492960, 2015, B1. Location in patent: Paragraph 0092-0094
[2] Tetrahedron, 2006, vol. 62, # 51, p. 12098 - 12107
[3] Journal of Medicinal Chemistry, 2003, vol. 46, # 8, p. 1289 - 1292
[4] Patent: US2006/257337, 2006, A1. Location in patent: Page/Page column 16-17
[5] Patent: WO2016/29214, 2016, A1. Location in patent: Page/Page column 145
2-Bromo-4-methoxy-5-(benzyloxy)benzaldehyde Preparation Products And Raw materials
Raw materials
Preparation Products
2-Bromo-4-methoxy-5-(benzyloxy)benzaldehyde Suppliers
- Tel
- 821-50328103-801 18930552037
- Fax
- 86-21-50328109
- 3bsc@sina.com
- Country
- China
- ProdList
- 15838
- Advantage
- 69
- Tel
- +86 (0) 571 85 58 67 18
- Fax
- 0086-571-85864795
- Country
- China
- ProdList
- 18207
- Advantage
- 66
- Tel
- 021-54306202 13764082696
- info@hanhongsci.com
- Country
- China
- ProdList
- 42934
- Advantage
- 64
- Tel
- 86-0571-85151182
- Fax
- 86-0571-85151182
- Country
- China
- ProdList
- 5691
- Advantage
- 66
- Tel
- 0571-82693216
- Fax
- +86-571-82880190
- info@yuhaochemical.com
- Country
- China
- ProdList
- 6387
- Advantage
- 52
- Tel
- 0755-86648230
- Fax
- 0755-86648231
- pharma08@sina.com
- Country
- China
- ProdList
- 166
- Advantage
- 58
- Tel
- 18136598690 18136597130
- Fax
- 86-0519-89617886
- Country
- China
- ProdList
- 235
- Advantage
- 58
- Tel
- 400-1166-196 13458535857
- Fax
- QQ：800101999
- cdhxsj@163.com
- Country
- China
- ProdList
- 13350
- Advantage
- 58
- Tel
- 86-021-61559134 15921386130
- Fax
- 021-55068248
- 3423497944@qq.com
- Country
- China
- ProdList
- 8144
- Advantage
- 55
- Tel
- 025-66028182 18626450290
- yftan@aikonchem.com
- Country
- China
- ProdList
- 16679
- Advantage
- 50