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ChemicalBook CAS DataBase List 1-(2,6-DICHLORO-3-FLUOROPHENYL)ETHANOL
756520-66-8

1-(2,6-DICHLORO-3-FLUOROPHENYL)ETHANOL synthesis

3synthesis methods
290835-85-7 Synthesis
2,6-Dichloro-3-fluoroacetophenone

290835-85-7
265 suppliers
$6.00/10g

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Yield: 100%

Reaction Conditions:

with sodium tetrahydroborate in methanol at 0 - 20; for 0.666667 h;

Steps:

1.1 Step 1 (±)1-(2,6-dichloro-3-fluorophenyl)ethanol
Step 1 (±)1-(2,6-dichloro-3-fluorophenyl)ethanol [00158] To a solution of 2',6'-dichloro-5'-fluoroacetophenone (10.4 g, 50 mmol) in MeOH (anhydrous, 80mL) was added NaBH4 (3.78 g, 100 mmol) in portions at 0 °C . After the addition of NaBH4, the solution was stirred at 0 °C for 10 min, then allowed to warm to room temperature and stirred at room temperature for 30 min. The reaction solution was concentrated to remove the solvent to give the residue. A saturated solution of NH4CI (60 mL) was added slowly. The aqueous phase was then extracted with EtOAc (3x65 mL). The combined organic phase was washed with H20 (50 mL) and brine (50 mL), dried over anhydrous Na2S04, concentrated by evaporation in vacuo to afford (±)1-(2,6-dichloro-3-fluorophenyl)ethanol (1 1 g, 100%) as a colorless oil. [00159] 1HNMR (300 MHz, CDCI3): δ 7.26 (dd, 1 H), 7.02 (dd, 1 H), 5.57 (m, 1 H), 2.97 (d, 1 H), 1.64 (d, 3 H).

References:

BETA PHARMA CANADA INC.;WANG, Zhaoyin;LI, Lianhai;WANG, Zhigang WO2013/13308, 2013, A1 Location in patent:Paragraph 00157-00159

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