Furfural → 3,7-Dimethylocta-2,6-Dienal

HRID 344840Notes

Reaction equation

C(=O)C1OC=CC=1.CC(C)[O-].[Al+3].CC(C)[O-].CC(C)[O-].C([O:23][CH2:24]/[CH:25]=[C:26](/[CH2:28][CH2:29][CH:30]=[C:31]([CH3:33])[CH3:32])\[CH3:27])=O>>[CH3:33][C:31](=[CH:30][CH2:29][CH2:28][C:26](=[CH:25][CH:24]=[O:23])[CH3:27])[CH3:32]

Participants

Reactant 3

HCID 7362Furfural

HCID 11143Aluminum isopropoxide

HCID 5282109Geranyl formate

Product 1

HCID 88433,7-Dimethylocta-2,6-DienalYield 86%

Procedure

According to the same procedure of Example 1, using 19.5 g (200 mmol) of furfural, and 642 mg (3 mmol) of aluminum isopropoxide, 18.2 g (100 mmol) of geranyl formate was oxidized to obtain citral at a yield of 86%.

Sources & evidence

ORD record: ord-484179483e144d51a31fd703c126bd35
Source dataset: uspto-grants-1991_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05053552

Reaction notes

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