Water → 7,12-Dioxaspiro(5,6)dodec-9-ene

HRID 2352

Reaction equation

HRID 2352 reaction equation
[CH3:1]/[CH:2]=[CH:3]\[CH3:4].[C:5]1(=[O:11])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.[OH2:12]>C1C=CC=CC=1>[CH2:10]1[C:5]2([O:12][CH2:4][CH:3]=[CH:2][CH2:1][O:11]2)[CH2:6][CH2:7][CH2:8][CH2:9]1

Participants

5

Reactant 3

HCID 962WaterHCID 7967CyclohexanoneHCID 5287573cis-2-BUTENE

Product 1

HCID 2609417,12-Dioxaspiro(5,6)dodec-9-ene

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Cis-but-2-ene, 4-diol (50 g), cyclohexanone (50 g) and SNCA catalyst (2.5 g) were refluxed in benzene (75 ml) using a Deanstark water separator. The catalyst was filtered, the solvent evaporated and the residue distilled at 80°-85° C./4 torr to give 7,12-dioxaspiro[5,6]dodec-9-ene of formula III (92%) of the drawings.

Workup

  1. filtrationThe catalyst was filtered
  2. customthe solvent evaporated
  3. distillationthe residue distilled at 80°-85° C./4 torr

Sources & evidence

ORD record
ord-2751c75ddf0c486a8d95a650128f9c7e
Source dataset
uspto-grants-1998_03
Patent number
US05728848

Linked notes

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