tert-butyl 2-(6-bromo-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate
- Product Name
- tert-butyl 2-(6-bromo-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate
- CAS No.
- 1224927-63-2
- Chemical Name
- tert-butyl 2-(6-bromo-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate
- Synonyms
- tert-butyl 2-(6-bromo-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate;1(2H)-Quinolineacetic acid, 6-bromo-3,4-dihydro-2-oxo-, 1,1-dimethylethyl ester
- CBNumber
- CB13054252
- Molecular Formula
- C15H18BrNO3
- Formula Weight
- 340.21
- MOL File
- 1224927-63-2.mol
tert-butyl 2-(6-bromo-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate Property
- Boiling point:
- 495.9±45.0 °C(Predicted)
- Density
- 1.376±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- -0.07±0.20(Predicted)
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
- P000369446
- Product name
- tert-Butyl 2-(6-bromo-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate
- Purity
- 97%
- Packaging
- 100mg
- Price
- $13
- Updated
- 2021/12/16
- Product number
- P000369446
- Product name
- tert-Butyl 2-(6-bromo-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate
- Purity
- 97%
- Packaging
- 250mg
- Price
- $25
- Updated
- 2021/12/16
- Product number
- P000369446
- Product name
- tert-Butyl 2-(6-bromo-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate
- Purity
- 97%
- Packaging
- 1g
- Price
- $57
- Updated
- 2021/12/16
- Product number
- 2428AQ
- Product name
- tert-butyl2-(6-bromo-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate
- Packaging
- 1g
- Price
- $414.8
- Updated
- 2021/12/16
- Product number
- A196472
- Product name
- tert-Butyl2-(6-bromo-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate
- Purity
- 97%
- Packaging
- 250mg
- Price
- $18
- Updated
- 2021/12/16
tert-butyl 2-(6-bromo-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate Chemical Properties,Usage,Production
Synthesis
3279-90-1
5292-43-3
1224927-63-2
A. General procedure for the synthesis of tert-butyl 2-(6-bromo-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate: to an anhydrous N,N-dimethylformamide (30 mL) suspension of 95% dry sodium hydride (834 mg, 33.0 mmol) under dry nitrogen protection was added slowly at room temperature an anhydrous N,N-dimethylformamide (30 mL) suspension of 6-bromo-3,4-dihydroquinolin-2(1H)-one (6.780 g, 30.00 mmol) to a solution of anhydrous N,N-dimethylformamide (10 mL) at room temperature. The reaction mixture was stirred at room temperature for 30 minutes before tert-butyl 2-bromoacetate (7.5 mL, 49.7 mmol) solution in anhydrous N,N-dimethylformamide (10 mL) was added dropwise. Stirring of the reaction mixture was continued until most of the feedstock was converted (monitored by LCMS). Upon completion of the reaction, the reaction was quenched with methanol (40 mL) and the reaction mixture was concentrated under reduced pressure and then diluted with ethyl acetate (150 mL). The organic phase was washed sequentially with water (100 mL), 30% ammonium chloride solution (100 mL) and saturated saline (100 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. Add ether (20 mL) for ultrasonication, filtration, washed with ether (20 mL), dried to obtain white solid tert-butyl 2-(6-bromo-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate (7.348 g, 21.6 mmol, yield 72%). lcms m/z: 285.9 (M-56+H), 363.9 (M+ Na). Na).HPLC purity >97%.1H NMR (400 MHz, CDCl3) δ: 7.30-7.40 (m, 2H), 7.50-6.70 (m, 1H), 4.54 (s, 2H), 2.92 (m, 2H), 2.69 (m, 2H), 1.44 (s, 9H).
References
[1] Patent: US2010/113514, 2010, A1. Location in patent: Page/Page column 17
tert-butyl 2-(6-bromo-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate Preparation Products And Raw materials
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