(+-)-alpha-Pinene → alpha-Pinene oxide
Reaction equation
C1C(C(OO)=[O:8])=CC=CC=1.[CH3:11][C:12]1[CH:17]2[C:18]([CH3:20])([CH3:19])[CH:15]([CH2:16]2)[CH2:14][CH:13]=1>C(Cl)(Cl)Cl>[CH3:19][C:18]1([CH3:20])[CH:17]2[C:12]3([CH3:11])[O:8][CH:13]3[CH2:14][CH:15]1[CH2:16]2Participants
4
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -15 °C
Procedure
550 ml of a 23.3% (151 g) chloroform solution of 100% perbenzoic acid, are loaded into a glass reactor vessel of 2 l capacity, externally cooled to -15° C. Over a period of around 2 hours 150 g of 95% α-pinene are dripped in, maintaining the temperature between -5° C. and -2° C. The solution is then stirred for 1 hour, lowering the temperature to -10° C. At this temperature the perbenzoic acid which has precipitated out is filtered off. The chloroform solution obtained is washed with a small quantity of a 20% alkaline solution of sodium carbonate (Ha2CO3), in order to eliminate the contained residual benzoic acid. The process is then completed as in example 2a.
Workup
- temperaturein, maintaining the temperature between -5° C. and -2° C
- customto -10° C
- customAt this temperature the perbenzoic acid which has precipitated out
- filtrationis filtered off
- customThe chloroform solution obtained
- washis washed with a small quantity of a 20% alkaline solution of sodium carbonate (Ha2CO3), in order
Sources & evidence
- ORD record
- ord-dae3c508ae9b447987893497d12783e6
- Source dataset
- uspto-grants-1987_01
- Patent number
- US04639469
Reaction notes
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