3,3-DIFLUOROCYCLOBUTANOL synthesis

Yield:637031-88-0 3.37 g

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in methanol at 20; under 760.051 Torr;Inert atmosphere;

Steps:

Method B (from 34)
To a stirred solution of 34 (9.80 g, 55.7 mmol) in CH₂Cl₂ (100 mL), Morph-DAST (15.4 g, 88.0 mol) was added slowly at 0 °C. The resulting reaction mixture was warmed to r.t. and stirred for 3 d, then poured into sat aq NaHCO₃ (300 mL) and extracted with CH₂Cl₂ (3 × 100 mL). The combined organic extracts were dried over Na₂SO₄ and concentrated under reduced pressure to give crude product 36, which was used in the next step without characterization. Product 36 was dissolved in MeOH (30 mL), 10% Pd/C (1.30 g) was added under an argon atmosphere, and the mixture was hydrogenated with H₂ (1 atm) at r.t. overnight. The catalyst was filtered off, and the filtrates were subjected to fractional distillation in vacuo. Yield: 3.37 g (56% from 35).

References:

Melnykov, Kostiantyn P.;Granat, Dmitriy S.;Volochnyuk, Dmitriy M.;Ryabukhin, Sergey V.;Grygorenko, Oleksandr O. [Synthesis,2018,vol. 50,# 24,art. no. SS-2018-T0427-OP,p. 4949 - 4957]