Direct nucleophilic acylation by the low-temperature, in situ generation of acyllithium reagents; α-hydroxy ketones from ketones: 3-hydroxy-2,2,3-trimethyloctan-4-one from pinacolone
CAS index name: 4-Octanone, 3-hydroxy-2,2,3-trimethyl-
Organic SynthesesRearrangement
A checked procedure from Organic Syntheses, the journal whose preparations are repeated in a second laboratory before publication. The full experimental, with amounts, hazards and characterisation data, is on orgsyn.org.
Reagents
The compound this preparation makes is not in the catalogue, so no reagents or figures are listed here.
More rearrangement reactions
- 1-N-Acylamino-1,3-dienes from 2,4-pentadienoic acids by the Curtius rearrangement: benzyl trans-1,3-butadiene-1-carbamate
- Alkenes via Hofmann elimination: use of ion-exchange resin for preparation of quaternary ammonium hydroxides: diphenylmethyl vinyl ether
- Allyl Cyanate-To-Isocyanate Rearrangement: Preparation of tert-Butyl 3,7-dimethylocta-1,6-dien-3-ylcarbamate
- Asymmetric rearrangement of allylic trichloroacetimidates: preparation of (S)-2,2,2-trichloro-N-(1-propylallyl)acetamide
- Base-induced rearrangement of epoxides to allylic alcohols: trans-pinocarveol (Bicyclo[3.3.1]heptan-3-ol, 6,6-dimethyl-2-methylene-, (1α,3α,5α-)
- Benzalpinacolone