HCID 86739892, compound → HCID 86739891, compound

HRID 2413375Notes

Reaction equation

HRID 2413375 reaction equation
[CH3:1][C:2]1[O:13][C:5]([CH:6](O)/[CH:7]=[CH:8]\[CH2:9][CH2:10][CH3:11])=[CH:4][CH:3]=1.C(/C1C(=O)CC([OH:25])C=1C)=C/CCC>O>[CH:7](/[CH:6]1[C:2]([OH:13])([CH3:1])[CH:3]=[CH:4][C:5]1=[O:25])=[CH:8]/[CH2:9][CH2:10][CH3:11]

Participants

4

Reactant 2

HCID 86739892HCID 86739892, compoundHCID 86739893HCID 86739893, compound

Product 1

HCID 86739891HCID 86739891, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

In the same flask as used in Example 1, there were charged 5-methyl-α-(2-cis-pentenyl)furfuryl alcohol (I-2) (18 g) and water (720 g), and the mixture was stirred at 100° C. under a pH of 4.7-4.9. The reaction mixture was then treated in the same manner as in Example 1 to give a mixture (14.2 g) of 2-(2-cis-pentenyl)-3-hydroxy-3-methyl-4-cyclopentenone (II-2) and 2-(2-cis-pentenyl)-4-hydroxy-3-methyl-2-cyclopentenone (III-2). Yield, 79%.

Workup

  1. additionThe reaction mixture was then treated in the same manner as in Example 1

Sources & evidence

ORD record
ord-09e58fb8c20f4140aca0c48e4498c877
Source dataset
uspto-grants-1985_01
Patent number
US04496767

Reaction notes

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