Acetone → 1,2,4,5-Benzenetetrol
Reaction equation
[OH:1][C:2]1[C:3](=[O:10])[CH:4]=[C:5]([OH:9])[C:6](=[O:8])[CH:7]=1.Cl.CC(C)=O.CC1(C)OC2C=C3OC(C)(C)OC3=CC=2O1>O.[Fe]>[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[C:5]([OH:9])=[CH:4][C:3]=1[OH:10]Participants
7
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Procedure
2,5-Dihydroxy-1,4-benzoquinone (10.00 g, 71.43 mmol) was suspended in water (200 ml, distilled) followed by HCl (6 mL, 142.86 mmol, conc.). Iron (4.00 g, 71.43 mmol, powder) was added and the mixture was stirred 30 minutes at room temperature. The solution was filtered and the solution evaporated to dryness. The product was isolated as a grey brown powder containing some iron complexes. Yield 14.80 g. The product is used as such in the reaction with acetone and P2O5 (Example 5) with no negative effects.
Workup
- filtrationThe solution was filtered
- customthe solution evaporated to dryness
- customThe product was isolated as a grey brown powder
Sources & evidence
- ORD record
- ord-5c79e0b3434342ea8430fc51f22ef561
- Source dataset
- uspto-grants-1997_02
- Patent number
- US05599522
Reaction notes
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