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ChemicalBook CAS DataBase List Benzeneethanol, 3,4-difluoro- (9CI)
286440-92-4

Benzeneethanol, 3,4-difluoro- (9CI) synthesis

3synthesis methods
-

Yield: 62%

Reaction Conditions:

with sodium tetrahydroborate in ethanol at 20; for 0.5 h;

Steps:

1.9.2 Step 2. 2-(3,4-difluorophenyl)ethanol
[0201] To a stirred solution of ethyl 2-(3,4-difluorophenyl)acetate (450 mg, 2.25 mmol) in ethanol (9 mL) was added NaBH4 (255 mg, 6.75 mmol) slowly at room temperature. Theresulting mixture was stirred for 30 mm, then quenched with iN aqueous HCI under ice- water bath cooling and concentrated under vacuum. The residue was partitioned into EtOAc and water. The EtOAc layer was washed with water, brine, dried over Na2SO4 and concentrated. The residue was purified by column chromatography over silica gel (Hex/EtOAc = 3/1) to afford the title compound as a colorless oil (221 mg, 62%). 1H NMR (400 MHz, CDCI3) 6 7.24-7.18 (m, 1H), 6.85-6.77 (m, 2H), 3.87-3.81 (m, 2H), 2.88 (t, J = 6.8 Hz, 2H), 1.48-1.43 (m, 1H).

References:

RUGEN HOLDINGS (CAYMAN) LIMITED;SHAPIRO, Gideon WO2016/126869, 2016, A1 Location in patent:Paragraph 0201