HCID 58545553, compound → HCID 58545574, compound
Reaction equation
CON(C)[C:4]([C:6]1[S:10][CH:9]2[CH:11]=[CH:12][S:13][CH:8]2[CH:7]=1)=[O:5].[CH3:15][Mg]Br>C1COCC1>[S:10]1[C:6]([C:4](=[O:5])[CH3:15])=[CH:7][CH:8]2[S:13][CH:12]=[CH:11][CH:9]12Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
3a,6a-Dihydro-thieno[3,2-b]thiophene-2-carboxylic acid methoxy-methyl-amide (1.955 g, 8.60 mmol) was dissolved in THF. The stirred solution was cooled to 0° C. before methylmagnesium bromide (1.4 M in PhMe, 8.6 mL, 12.04 mmol) was added. The reaction was allowed to gradually warm to RT o/n, then it was quenched by addition of 10% HCl. The aqueous phase was extracted with diethyl ether. The organic phase was washed with brine then dried over MgSO4, filtered and concentrated to afford the title compound (1.98 g, 80%).
Workup
- additionwas added
- customwas quenched by addition of 10% HCl
- extractionThe aqueous phase was extracted with diethyl ether
- washThe organic phase was washed with brine
- dry with materialthen dried over MgSO4
- filtrationfiltered
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-0ca484d936e041aeab80176baf5ed149
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08088368B2
Reaction notes
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