Potassium Iodide → HCID 54419775, compound
Reaction equation
[SH:1][CH2:2][CH2:3][C:4](OCC)=O.Br[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].[C:16](=[O:19])([O-])[O-].[K+].[K+].[I-].[K+].[CH3:24]C(N(C)C)=O>>[CH2:10]([CH2:4][CH2:3][C:2]([O:19][CH2:16][CH3:24])=[S:1])[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]Participants
6
Conditions
- Temperature
- 80 °C
Procedure
In a 300 ml flask equipped with a stirrer and a condenser were charged 14.1 g of ethyl 3-mercaptopropionate, 16.5 g of 1-bromohexane, 16.6 g of anhydrous potassium carbonate, 1.7 g of potassium iodide and 80 ml of DMAc, and the mixture was stirred at 80° C. for 3 hours. After completion of the reaction, the reaction mixture was poured into 300 ml of ice-water and the mixture was extracted twice with ethyl acetate. These ethyl acetate extracts were combined, washed with distilled water and then with an aqueous saturated saline solution and dehydrated over anhydrous sodium sulfate. When ethyl acetate was removed by distillation to obtain 20.0 g of the title compound.
Workup
- customIn a 300 ml flask equipped with a stirrer and a condenser
- customAfter completion of the reaction
- extractionthe mixture was extracted twice with ethyl acetate
- washwashed with distilled water
- customWhen ethyl acetate was removed by distillation
Sources & evidence
- ORD record
- ord-03a91f02693c4ada8573a6b50b5e2c69
- Source dataset
- uspto-grants-2001_02
- Patent number
- US06184180B2
Reaction notes
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