2-Methylbenzenesulfonic acid → 3-Furancarboxylic acid, 2-methyl-4-(trifluoromethyl)-, ethyl ester
Reaction equation
[CH3:1][C:2]1[O:3][CH2:4][C:5](O)([C:12]([F:15])([F:14])[F:13])[C:6]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8].C1(C)C(S(O)(=O)=O)=CC=CC=1>C1(C)C=CC=CC=1>[CH3:1][C:2]1[O:3][CH:4]=[C:5]([C:12]([F:14])([F:15])[F:13])[C:6]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
10 g of the product of Stage A were heated for 7 hours at reflux in 50 ml of toluene in the presence of 0.5 g of toluenesulfonic acid and the mixture was allowed to return to room temperature. The solvent was evaporated and the residue was chromatographed on silica (eluent: 95/5 n-hexane/ethyl acetate) to obtain 6.95 g of the expected product.
Workup
- customto return to room temperature
- customThe solvent was evaporated
- customthe residue was chromatographed on silica (eluent: 95/5 n-hexane/ethyl acetate)
Sources & evidence
- ORD record
- ord-5d03d18f87ea40f59f3aa2279892f7b1
- Source dataset
- uspto-grants-1995_04
- Patent number
- US05405865
Reaction notes
Loading…