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ChemicalBook CAS DataBase List 6,6-difluorobicyclo[3.1.0]hexan-3-ol
1099656-48-0

6,6-difluorobicyclo[3.1.0]hexan-3-ol synthesis

3synthesis methods
Bicyclo[3.1.0]hexan-3-ol, 6,6-difluoro-, 3-benzoate, (1α,3β,5α)-

1307886-65-2
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6,6-difluorobicyclo[3.1.0]hexan-3-ol

1099656-48-0
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Yield:1099656-48-0 220 mg

Reaction Conditions:

with methanol;potassium hydroxide in water at 20;

Steps:



To a solution of Cap-2 step b (isomer 2) (480 mg, 2.015 mmol) in 4 mL of MeOH was added KOH (4 mL, 2.015 mmol) (10% aq.). The resulting mixture was stirred at room temperature overnight. The mixture was then extracted with CH2Cl2 (3X). The combined organic layers were dried with MgSO4 and concentrated to afford Cap-2 step c (220 mg) as a light yellow solid. 1H NMR (500 MHz, CDCl3) δ ppm 4.41 - 4.54 (1 H, m), 2.38 - 2.50 (2 H, m), 1.89 - 1.99 (2 H, m), 1.81 (2 H, dd, J=14.50, 5.04 Hz).

References:

WO2014/65791,2014,A1 Location in patent:Page/Page column 44