Acetoacetic Acid → HCID 54178366, compound

HRID 358412Notes

Reaction equation

HRID 358412 reaction equation
[CH3:1][C:2](=[CH:8][CH:9](OC(=O)C)[CH2:10][CH2:11][C:12]([CH3:14])=[CH2:13])[CH2:3][O:4]C(=O)C.Cl.CC(CC(O)=O)=O>O>[CH3:1][C:2](=[CH:8][CH2:9][CH2:10][CH:11]=[C:12]([CH3:14])[CH3:13])[CH:3]=[O:4]

Participants

5

Reactant 3

HCID 96Acetoacetic AcidHCID 313Hydrochloric Acid2×HCID 53714507HCID 53714507, compound

Product 1

HCID 54178366HCID 54178366, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 11 parts of 2,7-dimethyl-1,4-diacetoxyocta-2,7-diene, 35 parts of water and 4.3 parts by volume of 1N hydrochloric acid (0.1 equivalent of HCl, based on 1 mole of the diacetate) is refluxed for 4 hours. An aldehyde/water mixture is then taken off, as described in Example 1. The resulting organic phase is fractionally distilled, and 4.3 parts (65% of theory) of 2,7-dimethylocta-2,6-dienal of boiling point 80°-82° C./16 mbar, nD20 =1.4776, are obtained.

Workup

  1. temperatureis refluxed for 4 hours
  2. distillationThe resulting organic phase is fractionally distilled

Sources & evidence

ORD record
ord-996fa36623f447ad84eeb43ba22d5402
Source dataset
uspto-grants-1984_08
Patent number
US04467120

Reaction notes

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