Methyl iodide → HCID 54225997, compound
Reaction equation
[S:1]1[CH2:6][CH2:5][CH2:4][S:3][CH:2]1[CH:7]=[O:8].[CH:9]([N-]C(C)C)(C)C.[Li+].C(NC(C)C)(C)C.C([Li])CCC.[CH2:29]([O:31][C:32](=[O:39])[CH:33]=[CH:34][C:35]([F:38])([F:37])[F:36])[CH3:30].CI.[Cl-].[NH4+]>O1CCCC1>[CH2:29]([O:31][C:32](=[O:39])[CH:33]([CH3:9])[CH:34]([C:2]1([CH:7]=[O:8])[S:3][CH2:4][CH2:5][CH2:6][S:1]1)[C:35]([F:37])([F:38])[F:36])[CH3:30]Participants
9
Reactant 7
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
A solution of 1.47 g (10 mMole) of 1,3-dithiane-2-carboxaldehyde in 10 ml of tetrahydrofuran is added to lithium diisopropylamide, prepared from diisopropylamine (1.01 g, 10 mMole) and butyllithium (4.8 ml of a 2.1 M solution, 10 mM) in 20 ml of tetrahydrofuran at -70° C. To the solution is added 1.60 g (9.5 mMole) of 3-trifluoromethylacrylic acid ethyl ester in 5 ml of tetrahydrofuran and the reaction mixture is stirredat -70° C. for 30 minutes after which 1.3 g (10 mMole) of methyl iodide is added and the mixture is maintained at 0° C. for 15 hoursthen poured into aqueous ammonium chloride and extracted with ether. The ether solution is dried and evaporated to give the title compound.
Workup
- extractionextracted with ether
- dry with materialThe ether solution is dried
- customevaporated
Sources & evidence
- ORD record
- ord-35d56d23766d46369a92ab7f9973ecc1
- Source dataset
- uspto-grants-1981_07
- Patent number
- US04277395
Reaction notes
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