Reaction equation
Cl[O-].[Na+].[CH3:4][C:5]1[CH:10]2[C:11]([CH3:13])([CH3:12])[CH:8]([CH2:9]2)[CH2:7][CH:6]=1.Cl[O-]>>[CH:10]12[CH2:9][CH:8]([C:11]1([CH3:13])[CH3:12])[CH2:7][CH2:6][CH:5]2[CH3:4]Participants
4
Procedure
Hypochlorite treatment of the α-pinene raised the chloride level to about 100 ppm (as elemental chloride) based on pinene feed. Hydrogenation of this pinene was fast and yielded a good ratio (96.8/3.2). Reuse of the catalyst heel went quickly with a slightly reduced ratio, when used at either the 3% level or 1% level. Repoisoning (1/2% sodium hypochlorite-treated α-pinene) was achieved by mixing hypochlorite-treated feed with fresh α-pinene and yielded pinane with a 97.5/2.5 cis-:trans- ratio. A ratio of 98.1/1.9 was achieved in 30 hours' reaction at a lower temperature of about 30° C. using hypochlorite-treated feed.
Sources & evidence
- ORD record
- ord-4a2674d4c868410b901486ed205012e7
- Source dataset
- uspto-grants-1977_04
- Patent number
- US04018842
Linked notes
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