Carbon Dioxide → HCID 178528060, compound
Reaction equation
[C:1]1([C:7]#[CH:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)=O.C([Li])CCC.[Cl-].[Zn+2:18].[Cl-]>O1CCCC1.CCCCCC.C(O)C>[C:1]1([C:7]#[C:8][Zn:18])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1Participants
8
Conditions
- Temperature
- -78 °C
Procedure
The flask was charged with 120 mg (1.1 mmol) of phenylacetylene and 4 mL of tetrahydrofuran, and the flask was cooled to −78° C. in a cooling bath with ethanol and dry ice. Thereafter, 0.65 mL (1.0 mmol) of a 1.56 mol/L hexane solution of n-butyllithium was slowly added over a period of 20 minutes. After stirring the mixture at −78° C. for 30 minutes, a suspension of 140 mg (1.0 mmol) of zinc chloride in 1 mL of tetrahydrofuran was added thereto. The mixture was stirred at −78° C. for additional 1 hour, thereafter the cooling bath was removed, and the mixture was allowed to stand upto room temperature. The resulting solution was used as (phenylethynyl)zinc reagent [(Ph—C≡C—ZnCl].
Workup
- additionwas added
- stirringThe mixture was stirred at −78° C. for additional 1 hour
- customthe cooling bath was removed
- customto stand upto room temperature
Sources & evidence
- ORD record
- ord-f9de1321844a4345a79ad6d8abab17ea
- Source dataset
- uspto-grants-2005_10
- Patent number
- US06953871B2
Reaction notes
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