Calcium Carbonate → Citronellal

HRID 2234277Notes

Reaction equation

C([O-])([O-])=O.[Ca+2].[CH3:6][C:7](=[CH:9][CH2:10][CH2:11][C@H:12]([CH2:14][CH2:15][OH:16])[CH3:13])[CH3:8]>>[CH3:6][C:7](=[CH:9][CH2:10][CH2:11][CH:12]([CH2:14][CH:15]=[O:16])[CH3:13])[CH3:8].[CH3:6][C:7](=[CH:9][CH2:10][CH2:11][C@H:12]([CH2:14][CH:15]=[O:16])[CH3:13])[CH3:8]

Participants

Reactant 2

HCID 10112Calcium Carbonate

HCID 101977D-Citronellol

Product 2

HCID 7794Citronellal

HCID 754276-Octenal, 3,7-dimethyl-, (3R)-

Procedure

A tubular reactor heatable by means of a salt melt was charged with 10.8 g of a catalyst consisting of 55% by weight of ZnO and 45% by weight of CaCO3 in the calcite modification (determined in each case in the form of the oxides of the calcined catalyst mass). At a temperature of 400° C., a mixture of 46 Nl/h of nitrogen and 3.44 g/h of (R)-citronellol with an enantiomeric excess of 95% ee was passed over the bed. Citronellal was obtained with an enantiomeric excess of (R)-citronellal of 95% ee, the conversion being 50.2% and the selectivity 75.5%.

Sources & evidence

ORD record: ord-e8619cc523a6452d892c476bcfb939dc
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07709688B2

Reaction notes

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