1-Ethynyl-4-pentylbenzene → 1-Ethynyl-4-pentylbenzene
Reaction equation
[CH2:1]([C:6]1[CH:11]=[CH:10][C:9]([C:12]#[CH:13])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH2:4][CH3:5].C([Li:18])CCC>C1COCC1>[C-:1]#[C-:2].[Li+:18].[Li+:18].[CH2:1]([C:6]1[CH:7]=[CH:8][C:9]([C:12]#[CH:13])=[CH:10][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH3:5]Participants
5
Reactant 2
Product 2
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -78 °C
Procedure
4-n-pentylphenylacetylene (0.9 g) was introduced into a flask, THF (30 ml) was added thereto, and the mixture was cooled to −78° C. with stirring. n-butyllithium (1.6 M hexane solution, 12.5 ml) was added thereto. The mixture was stirred for 30 minutes while maintaining the internal temperature at −78° C., to obtain a THF solution of lithium acetylide of 4-n-pentyl phenylacetylene (the compound (d1)), and the resulting solution was transferred into a dripping funnel under a nitrogen stream.
Workup
- stirringThe mixture was stirred for 30 minutes
- temperaturewhile maintaining the internal temperature at −78° C.
Sources & evidence
- ORD record
- ord-1372b7ad85bc4941b7f63954e7bc00b7
- Source dataset
- uspto-grants-2008_05
- Patent number
- US07374700B2
Reaction notes
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