2-Propanethiol → Ethyl (isopropylthio)acetate
Reaction equation
[Na].[SH:2][CH:3]([CH3:5])[CH3:4].Br[CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9]>C(O)C>[CH3:4][CH:3]([S:2][CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH3:5]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To sodium (4.2 g, 0.18 mol) in ethanol (100 mL) was added 2mercaptopropane (20 mL), 0.21 mol) followed by ethyl bromoacetate (10 mL, 0.090 mol). The mixture was stirred for 12 hours, concentrated, partitioned between ether and water and washed with water. The organic phase was dried over MgSO4, evaporated and distilled to afford the desired product. B.P. 58°-62° C. (1 mm).
Workup
- concentrationconcentrated
- custompartitioned between ether and water
- washwashed with water
- dry with materialThe organic phase was dried over MgSO4
- customevaporated
- distillationdistilled
Sources & evidence
- ORD record
- ord-621540d05d9e4f92bffb5ed2715a18aa
- Source dataset
- uspto-grants-1989_08
- Patent number
- US04857507
Reaction notes
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