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28th September 2016 @ 02:03

 

Reference: https://www.google.com/patents/US6159990


Procedure:

KOH (3.77 g, 67.3 mmol, 10.0 equiv.) was dissolved in MeOH (35 mL) and stirred at 0 ˚C. AEW 316-1 (1.05 g, 6.73 mmol, 1.00 equiv.) was added dropwise at 0 ˚C and then stirred at this temperature for 15 mins. PIDA (4.33 g, 13.5 mmol, 2.00 equiv.) was added portionwise over 20 min and the reaction mixture was stirred at rt for 20 h.

Clear and colourless solution, to clear yellow solution to cloudy yellow mixture.

Solvent was removed in vacuo to provide






Strings:

FC1=C(F)C=C(C(C)=O)C=C1

to

FC1=C(F)C=C(C(OC)(OC)CO)C=C1

InChI=1S/C8H6F2O/c1-5(11)6-2-3-7(9)8(10)4-6/h2-4H,1H3

to

InChI=1S/C10H12F2O3/c1-14-10(6-13,15-2)7-3-4-8(11)9(12)5-7/h3-5,13H,6H2,1-2H3

Attached Files
AEW 318-1.cdx
AEW 318-1.rxn
AEW 318-1.png