Water → 2-Ethynyl-1-benzofuran
Reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]#[C:11][Si](C)(C)C.C(=O)([O-])[O-].[K+].[K+].O>CO>[C:10]([C:2]1[O:1][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=1)#[CH:11]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of Example 652 (0.74 g, 3.47 mmol) and potassium carbonate (1.45 g, 10.41 mmol) in methanol (3 mL) was stirred at room temperature for about 2 hours. The solution was poured into water and was extracted with diethyl ether. The combined organic extracts were dried (MgSO4), filtered and concentrated under vacuum to provide Example 653. 1H NMR (300 MHz, CDCl3) δ 3.49 (s, 1H), 7.01 (s, 1H), 7.25 (m, 1H), 7.35 (m, 1H), 7.46 (m, 1H), 7.56 (m, 1H).
Workup
- extractionwas extracted with diethyl ether
- dry with materialThe combined organic extracts were dried (MgSO4)
- filtrationfiltered
- concentrationconcentrated under vacuum
- customto provide Example 653
Sources & evidence
- ORD record
- ord-de0e373fffb84929840fc5f117203ec7
- Source dataset
- uspto-grants-2008_12
- Patent number
- US07468371B2
Reaction notes
Loading…