Hydrochloric Acid → 3-((3-Bromophenyl)thio)propanoic acid
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([S:8][CH2:9][CH2:10][C:11]([O:13]CC)=[O:12])[CH:5]=[CH:6][CH:7]=1.[OH-].[Na+].Cl>C(O)C>[Br:1][C:2]1[CH:3]=[C:4]([S:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12])[CH:5]=[CH:6][CH:7]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 20 °C
Procedure
A solution of ethyl 3-[(3-bromophenyl)thio]propanoate (1.15 g) in ethanol (5 ml) was treated with aqueous sodium hydroxide solution (2M, 5 ml) and the mixture was stirred at 20° C. for 15 h. The mixture was acidified with hydrochloric acid and the solution was extracted with ethyl acetate. The organic solution was washed with hydrochloric acid, brine, dried (MgSO4), and evaporated to give the title compound (390 mg) LCMS RT=3.19 min
Workup
- extractionthe solution was extracted with ethyl acetate
- washThe organic solution was washed with hydrochloric acid, brine
- dry with materialdried (MgSO4)
- customevaporated
Sources & evidence
- ORD record
- ord-44c0eb05cb734f3f88b19ebbeb7929ba
- Source dataset
- uspto-grants-2007_11
- Patent number
- US07294650B2
Reaction notes
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