HCID 58415336, compound → Benzofuran
Reaction equation
C(O[CH:4](OCC)[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10](SC2C=CC=CC=2)=[CH:9][CH:8]=1)C>C1C=CC=CC=1>[O:6]1[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[CH:4]=[CH:5]1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of (4-(2,2-Diethoxyethoxy)phenyl)(phenyl)sulfane (2.7 g, 8.5 mmol) and polyphosphoric acid (2.7 g, 27 mmol) in benzene (70 mL) was stirred at reflux for 2 h. The reaction mixture was cooled to room temperature, decanted from the PPA and filtered through a plug of silica gel, which was washed with hexanes. The filtrate and the wash were combined and concentrated under reduced pressure to yield 1.7 g (89%) of benzofuran: 1H NMR (400 MHz, CDCl3) δ 7.74 (d, 1H), 7.64 (dd, 1H), 7.49-7.39 (m, 2H), 7.29-7.16 (m, 5H), 6.74 (dd, 1H).
Workup
- temperatureat reflux for 2 h
- customdecanted from the PPA
- filtrationfiltered through a plug of silica gel, which
- washwas washed with hexanes
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-64712c1eec0346bd90b6de9e1acc55e8
- Source dataset
- uspto-grants-2011_04
- Patent number
- US07919519B2
Reaction notes
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