Methyl iodide → HCID 23345447, compound
Reaction equation
[Mg].[CH3:2]I.C[Mg]I.[Cl:7][CH:8]([Cl:16])[C:9]([C:11]1[S:12][CH:13]=[CH:14][CH:15]=1)=[O:10].[Cl-].[NH4+]>C(OCC)C>[S:12]1[CH:13]=[CH:14][CH:15]=[C:11]1[C:9]([CH:8]([Cl:16])[Cl:7])([OH:10])[CH3:2]Participants
Procedure
Under an argon atmosphere, 0.54 g of magnesium turnings (22 mg atom) was mixed with dry diethylether (15 ml), and 3.72 g of methyl iodide (93% purity, 24 mmol) solution in dry diethylether (15 ml) was dropped gradually thereto to prepare Grignard reagent of methylmagnesium iodide. The Grignard reagent was gradually added in drop-wise into 3.60 g of 2-(dichloroacetyl)thiophene (18.5 mmol) solution in dry diethylether (15 ml) with cooling in an ice-water bath so as to maintain a temperature below 10° C. After the dropwise addition was completed, the reaction mixture was agitated over a night at room temperature, and then, 20 ml of a saturated aqueous solution of ammonium chloride was added thereto and extracted with ether. The ether layer was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate and the ether was distilled off. Thus, 1-(2-thienyl)-1-dichloromethylethanol was obtained in an amount of 3.22 g (yield 83%).
Workup
- additionwas dropped gradually
- temperaturewith cooling in an ice-water bath so as
- temperatureto maintain a temperature below 10° C
- additionAfter the dropwise addition
- extractionextracted with ether
- washThe ether layer was washed with a saturated aqueous solution of sodium chloride
- dry with materialdried over anhydrous sodium sulfate
- distillationthe ether was distilled off
Sources & evidence
- ORD record
- ord-8596a73099224817a681e0e0f008b865
- Source dataset
- uspto-grants-1980_08
- Patent number
- US04219659
Reaction notes
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