Potassium Carbonate → HCID 87735051, compound
Reaction equation
[C:1]([O:5][C:6](=[O:17])[CH2:7][CH:8]([CH2:12][S:13]C(=O)C)[C:9]([OH:11])=[O:10])([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+]>CO>[C:1]([O:5][C:6](=[O:17])[CH2:7][CH:8]([CH2:12][SH:13])[C:9]([OH:11])=[O:10])([CH3:4])([CH3:2])[CH3:3]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirring solution of the crude compound of example 24 (6.87 g; 26.19 mmoles) in degassed methanol (270 mL) at room temperature was added drop wise a 10% aqueous solution of potassium carbonate (7.24 g; 52.38 mmoles). The mixture was stirred for three hours at room temperature. After complete consumption of the starting material (as confirmed by TLC: 30% ethyl acetate-70% hexanes), the reaction mixture was poured into degassed water (500 mL) and was extracted with degassed dichloromethane (2×200 mL) and then was acidified with a 10% aqueous hydrochloric acid solution. The aqueous layer was finally extracted with ethyl acetate (4×500 mL). The organic extracts were combined, dried (anhydrous MgSO4), filtered and evaporated to yield 8.10 g of the crude desired compound. This residue was used directly in the next step without any further purification.
Workup
- customAfter complete consumption of the starting material (as confirmed by TLC: 30% ethyl acetate-70% hexanes)
- additionthe reaction mixture was poured
- custominto degassed water (500 mL)
- extractionwas extracted with degassed dichloromethane (2×200 mL)
- extractionThe aqueous layer was finally extracted with ethyl acetate (4×500 mL)
- dry with materialdried (anhydrous MgSO4)
- filtrationfiltered
- customevaporated
Sources & evidence
- ORD record
- ord-debf59bf88d14f2e96f86e1f6dd085a8
- Source dataset
- uspto-grants-2008_04
- Patent number
- US07365091B2
Reaction notes
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