Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 15054999 | HCID 15054999 | — |
| Reactant | Sodium Hypochlorite | HCID 23665760 | — |
| Catalyst | Potassium Bromide | HCID 253877 | — |
| Catalyst | Tempo | HCID 2724126 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86687810 | HCID 86687810 | 45% |
Reaction Steps
KBr (0.6 g, 0.005 mol) and NaHCO3 (6.4 g, 0.076 mol) and 0.8 g (0.00566 mols) 2,2,6,6-Tetramethylpiperidine-1-oxyl (TEMPO) were mixed together with water (60 ml), toluene (250 g) and 4-(cyclohex-1-yl)-3-methyl butan-1-ol (96 g 0.564 mol, purity: 99% sum of the isomers) the reaction temperature maintain 0° C. with continuous stirring. NaOCl (13% w/w aqueous 426.8 g, 0.745 mol) was added to the reaction mass over 2 h. Stirring was continued for another 12 h. The aqueous phase was removed, organic phase was washed with a solution of NaHCO3 and then with water. The organic phase thus obtained was concentrated and crude product purified by fractional distillation to provide 4-(Cyclohex-1-yl)-3-methylbutanal (42.63 g, yield: 45%, GC purity: 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09187709B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-2044040f4ca846679d5cab3613ed5366 |
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| Source note | uspto-grants-2015_11 |
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