1-Butanol → alpha-Pinene oxide

HRID 1534026Notes

Reaction equation

HRID 1534026 reaction equation
C([OH:5])CCC.[CH3:6][C:7]1[CH:12]2[C:13]([CH3:15])([CH3:14])[CH:10]([CH2:11]2)[CH2:9][CH:8]=1.N1C=CC=CC=1.OO>>[CH3:14][C:13]1([CH3:15])[CH:12]2[C:7]3([CH3:6])[O:5][CH:8]3[CH2:9][CH:10]1[CH2:11]2

Participants

5

Conditions

Temperature
323 K

Procedure

48 ml of n-butanol (525 millimols), 152 ml of alpha-pinene (975 millimols), 1.15 ml of pyridine (14 millimols) and 807 mg of SeO2 (7.3 millimols) are introduced successively into a reactor similar to that of Example 1. The Florentine receiver itself contains 25 ml of n-butanol (273 millimols). After the reaction mixture has been heated to a temperature of 323 K., 10 ml of 84% strength H2O2 (340 millimols) are introduced over a period of 25 minutes. After the reaction has been left to continue for a further 39 minutes, the alpha-pinene oxide formed is determined by gas chromatography: 292 millimols.

Workup

  1. waitAfter the reaction has been left

Sources & evidence

ORD record
ord-0a4ef40c7a5c499283d3f3949240aca0
Source dataset
uspto-grants-1992_02
Patent number
US05086189

Reaction notes

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