Methyl chlorodifluoroacetate → 1-Tert-butyl-2-(benzyloxy)-5-(trifluoromethyl)-4-nitrobenzene

참여 물질

역할	이름	HCID	투입량
반응물	Methyl chlorodifluoroacetate	HCID 73935	—
반응물	Potassium Bromide	HCID 253877	—
반응물	Potassium Fluoride	HCID 522689	—
반응물	1-Tert-butyl-2-(benzyloxy)-5-bromo-4-nitrobenzene	HCID 57470237	—
촉매	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
용매	Water	HCID 962	—
용매	Dimethylformamide	HCID 6228	—
생성물	1-Tert-butyl-2-(benzyloxy)-5-(trifluoromethyl)-4-nitrobenzene	HCID 57470238	67%

반응 조건

온도	125 °C

반응 단계

A mixture of 1-tert-butyl-2-(benzyloxy)-5-bromo-4-nitrobenzene (913 mg, 2.5 mmol), KF (291 mg, 5 mmol), KBr (595 mg, 5 mmol), CuI (570 mg, 3 mmol), methyl chlorodifluoroacetate (1.6 mL, 15 mmol) and DMF (5 mL) was stirred at 125° C. in a sealed tube overnight, cooled to room temperature, diluted with water and extracted three times with EtOAc. The combined organic layers were washed with brine and dried over anhydrous MgSO4. After removal of the solvent, the residue was purified by column chromatography (0-5% EtOAc-Hexane) to yield 1-tert-butyl-2-(benzyloxy)-5-(trifluoromethyl)-4-nitrobenzene (591 mg, 67%). 1H NMR (400 MHz, CDCl3) 7.66 (s, 1H), 7.37 (m, 5H), 7.19 (s, 1H), 5.21 (s, 2H), 1.32 (s, 9H).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US08829204B2
출처 데이터셋	uspto-grants-2014_09
ORD ID	ord-0e2a8034158147ecb0e8840e9ae30b7d
출처 메모	uspto-grants-2014_09