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30th August 2014 @ 04:01

 Started Friday afternoon (4:30 pm) posted Saturday.

 

Procedure:

AEW 189-1 *purified (500 mg, 4.23 mmol, 1 equiv.) was dissolved in DMF (6 mL) under Ar. Cs2CO3 (1.38 g, 4.23 mmol, 1 equiv.) was added and the reaction mixture was stirred at room temperature for 10 minutes. MeI (0.29 mL, 4.66 mmol, 1.1 equiv.) was then added and the reaction stirred at room temperature overnight (11 am Sat). TLC indicated spot to spot conversion with poduct much lower Rf (unexpected) >0.1 50:50 EtOAc/Hex.

The reaction mixture was diluted with EtOAc (12 mL) and washed with water (5 x 8 mL). Combined aqueous layers were washed with EtOAc (10 mL) and then combined organic layers were washed with brine (6 mL), dried (MgSO4), filtered and evaporated to give

Data:

 

Hazard and Risk Assessment:

See Synthesis of methyl 2-methoxy-2-methylpropanoate (AEW 193-1)

InChi:

InChI=1S/C4H8O3/c1-4(2,7)3(5)6/h7H,1-2H3,(H,5,6)

to

InChI=1S/C6H12O3/c1-6(2,9-4)5(7)8-3/h1-4H3


Smiles:

OC(C)(C)C(O)=O

to

O=C(OC)C(C)(C)OC