Hydrochloric Acid → 4-Methyl-6-hydroxy-2,4-hexadien-1-al

HRID 1729842Notes

Reaction equation

HRID 1729842 reaction equation
C([O:3][CH:4](OCC)[CH:5]=[CH:6][C:7]([CH3:11])=[CH:8][CH2:9][OH:10])C.Cl>CCOCC>[CH3:11][C:7](=[CH:8][CH2:9][OH:10])[CH:6]=[CH:5][CH:4]=[O:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 544560941,1-Diethoxy-4-methyl-2,4-hexadien-6-ol

Product 1

HCID 538961484-Methyl-6-hydroxy-2,4-hexadien-1-al

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

100 g. of 1,1-diethoxy-4-methyl-2,4-hexadien-6-ol are shaken for 20 minutes with 200 ml. of ether and 10 ml. of 3N hydrochloric acid and then treated with 20 g. of potassium carbonate, filtered, and the 4-methyl-6-hydroxy-2,4-hexadien-1-al, which is obtained almost quantitatively, is used without isolation in ethereal solution for the next step.

Workup

  1. filtrationof potassium carbonate, filtered

Sources & evidence

ORD record
ord-d9388519e29f46c1869f2f28e4a6543c
Source dataset
uspto-grants-1976_11
Patent number
US03989758

Reaction notes

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