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ChemicalBook CAS DataBase List 4-(2-Fluorophenyl)benzyl alcohol
773872-57-4

4-(2-Fluorophenyl)benzyl alcohol synthesis

2synthesis methods
-

Yield:773872-57-4 85%

Reaction Conditions:

with lithium aluminium tetrahydride in tetrahydrofuran at 0 - 20; for 4 h;Inert atmosphere;

Steps:

71.1 Step 1. Preparation of [4-(2-fluorophenyl)-phenyl]-methanol

Under nitrogen atmosphere, to a stirred and cooled (0 °C) suspension of LiA1H4 (2.0 M THF solution, 5.08 mL, 10.16 mmol) in dry THF (22 mL), commercially available 4-(2- fluorophenyl)-benzoic acid (0.55 g, 2.54 mmol) in dry THF (5.0 mL) was added dropwise. The resulting reaction mixture was stirred at r.t. for 4 h, and then cooled to 0 °C. H20 (0.3 mL) was slowly added, followed by 3.0 M KOH solution (0.3 mL) and additional H20 (0.3 mL). Themixture was stirred at 0 °C for 1 h and then filtered off. The organic layer was dried over Na2504, filtered and concentrated to dryness, affording the title compound (0.43 g, 85%), which was used in the next step without any further purification. R= 2.26 mm. ‘H NMR (DM50-c/6): ? 7.54-7.47 (m, 1H), 7.45-7.36 (m, 5H), 7.30-7.23 (m, 2H), 4.59 (s, 2H).

References:

WO2014/144836,2014,A2 Location in patent:Paragraph 0794; 0795

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