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t-Butyl 4-fluorobenzoate

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t-Butyl 4-fluorobenzoate manufacturers

t-Butyl 4-fluorobenzoate Basic information
Product Name:t-Butyl 4-fluorobenzoate
Synonyms:tert-Butyl4-fluorobenzoate97%;Benzoic acid, 4-fluoro-, 1,1-diMethylethyl ester;t-butyl-4-fluorobenzoat;TERT-BUTYL 4-FLUOROBENZOATE;t-Butyl 4-fluorobenzoate
CAS:58656-98-7
MF:C11H13FO2
MW:196.22
EINECS:
Product Categories:
Mol File:58656-98-7.mol
t-Butyl 4-fluorobenzoate Structure
t-Butyl 4-fluorobenzoate Chemical Properties
Boiling point 51-52/0.4mm
density 1.083±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
form liquid
color Colourless to light yellow
Safety Information
Hazard Codes Xi
Hazard Note Irritant
HS Code 2916399090
MSDS Information
t-Butyl 4-fluorobenzoate Usage And Synthesis
Synthesis
4-Fluorobenzoic acid

456-22-4

Di-tert-butyl dicarbonate

24424-99-5

T-BUTYL 4-FLUOROBENZOATE

58656-98-7

General procedure for the synthesis of tert-butyl 4-fluorobenzoate from 4-fluorobenzoic acid and di-tert-butyl dicarbonate: to a solution of 4-fluorobenzoic acid (10 g, 0.07 mol) in tert-butanol (200 ml) was added 4-dimethylaminopyridine (4.36 g, 35.7 mmol) followed by the slow addition of di-tert-butyl dicarbonate (31.1 g, 0.14 mol) at 0 °C. The reaction mixture was stirred at room temperature for 4 hours. After completion of the reaction, it was diluted by adding water (200 ml) and extracted with dichloromethane. The organic phases were combined and the solvent was removed by evaporation under reduced pressure. The crude product was purified by column chromatography (silica gel as stationary phase and petroleum ether/ethyl acetate = 20:1 as eluent) to afford tert-butyl 4-fluorobenzoate (10.2 g, 74% yield). The product was characterized by 1H-NMR (300 MHz, CD3OD): δ 7.98 (m, 2H), 7.15 (m, 2H), 1.59 (s, 9H).

References[1] Patent: WO2013/75083, 2013, A1. Location in patent: Paragraph 00564; 00565
[2] Patent: US9206128, 2015, B2. Location in patent: Page/Page column 252; 253
t-Butyl 4-fluorobenzoate Preparation Products And Raw materials
Raw materials4-Fluorobenzoic acid-->4-Fluorobenzoyl chloride-->Di-tert-butyl dicarbonate-->4-Dimethylaminopyridine-->tert-Butanol
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