Application of 60144-53-8, The chemical industry reduces the impact on the environment during synthesis 60144-53-8, name is tert-Butyl (4-fluorophenyl)carbamate, I believe this compound will play a more active role in future production and life.
Intermediate 1; 6-Fluorospiro[3,l-benzoxazine-4,4′-piperidin]-2(lH)-one; hydrochloride A mixture of 48.96 g (232 mmol) (4-fluoro-phenyl)-carbamic acid tert-butgamma ester and 300 mL tert-BuLi ( 1.7 M in hexane) in 380 mL THF at -70 0C was stirred for 50 min and afterwards 2.5 h at -200C. 44.3 g (223 mmol) 4-oxo-piperidine-l-carboxylic acid tert-butgamma ester (commercially available) in 180 mL THF was added at -70 0C and 60 mg KOtBu at 15 0C. The mixture was stirred at room temperature for 14 h. NH4Cl aq. was added, the organic phase was washed with saturated NaCl aq., and the aqueous phase was extracted with a mixture of THF and ethyl acetate. The combined organic phases were dried with Na2SC>4 and evaporated to dryness. The residue was titurated with diethyl ether, filtered off, washed with diethyl ether and dried to yield 31 g of tert-hutyi 6-fluoro- 2-oxo-l,2-dihydro-l ‘H-spiro[3,l -benzoxazine-4,4’-piperidine]-l ‘-carboxylate (MS (m/e): 335.5 (MH”) ) which was used without further purification in the consecutive step. 300 mL dioxane and 136 mL 4N HCl in dioxane was added and stirred at room temperature for 18 h. The precipitate was filtered off, washed with dioxane and diethyl ether and dried in vacuum. 21 g (36 %) of the title compound was yielded as light yellow solid. MS (m/e): 237.1 (MH+).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, tert-Butyl (4-fluorophenyl)carbamate, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2008/81012; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics