Bromide ion → HCID 86081866, compound
Reaction equation
[Li+].CC([N-]C(C)C)C.C1COCC1.C1CCCCC1.[CH3:20][CH:21]([C:23](=[O:27])[CH:24]([CH3:26])[CH3:25])[CH3:22].[CH3:28][C:29](=[C:32]([CH3:34])[CH3:33])[CH2:30]Br.[Br-].Cl>C1COCC1>[CH3:20][CH:21]([C:23](=[O:27])[C:24]([CH3:26])([CH3:25])[CH2:30][C:29]([CH3:28])=[C:32]([CH3:34])[CH3:33])[CH3:22]Participants
Reactant 6
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
On a three neck flask containing 50 ml of dry THF, at −70° C., were added 65 ml of a 1.5 M solution of LDA THF in cyclohexane (96 mmoles). To said solution were added, dropwise, 10 g of 2,4-dimethyl-3-pentanone (87.5 mmoles). After one hour stirring, the medium temperature was left to warm up to 0° C., and then 14.3 g of 2,3-dimethyl-1-bromo-2-butene (87 mmoles) were added dropwise so as to maintain the reaction temperature between 0° and 10° C. At the end of the addition of the bromide, the temperature was risen to room temperature. After one hour stirring the reaction medium was poured into an excess of a 2 M aqueous HCl solution. The mixture thus obtained was extracted with 100 ml of cyclohexane and the organic layer washed with water until neutrality.
Workup
- additionwere added
- waitthe medium temperature was left
- temperatureto maintain the reaction temperature between 0° and 10° C
- customwas risen to room temperature
- stirringAfter one hour stirring the reaction medium
- customThe mixture thus obtained
- extractionwas extracted with 100 ml of cyclohexane
- washthe organic layer washed with water until neutrality
Sources & evidence
- ORD record
- ord-4ea0e331acb44c75923746849ecd5e6c
- Source dataset
- uspto-grants-2009_02
- Patent number
- US07494968B2
Reaction notes
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