2-Furanmethanol, alpha-pentyl- → 4-Hydroxy-5-pentylcyclopent-2-en-1-one
Reaction equation
[CH2:1]([CH:6](O)[C:7]1[O:11][CH:10]=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH3:5].C(C1C(=O)CC([OH:23])C=1)CCCC>O>[CH2:1]([CH:6]1[CH:7]([OH:11])[CH:8]=[CH:9][C:10]1=[O:23])[CH2:2][CH2:3][CH2:4][CH3:5]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
In the same flask as used in Example 1, there were charged α-n-pentylfurfuryl alcohol (I-3) (33.6 g) and water (1680 g), and the mixture was stirred at 100° C. while adjusting to a pH of 4.6-5.0. The reaction mixture was treated in the same manner as in Example 1 to give a mixture (29.2 g) of 2-n-pentyl-3-hydroxy-4-cyclopentenone (II-3) and 2-n-pentyl-4-hydroxy-2-cyclopentenone (III-3). Yield, 87%.
Workup
- additionThe reaction mixture was treated in the same manner as in Example 1
Sources & evidence
- ORD record
- ord-84878518dbe14a3998a0735d571f092a
- Source dataset
- uspto-grants-1985_01
- Patent number
- US04496767
Reaction notes
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