1-Butanol → HCID 12945988, compound
Reaction equation
[CH2:1]([OH:5])[CH2:2][CH2:3][CH3:4].[CH3:6][C:7]1[CH:8]=[C:9](I)[CH:10]=[C:11]([CH3:13])[CH:12]=1.C([O-])([O-])=O.[Cs+].[Cs+].CCCCCCCCCCCC>[Cu]I.C1(C)C=CC=CC=1>[CH2:1]([O:5][C:9]1[CH:10]=[C:11]([CH3:13])[CH:12]=[C:7]([CH3:6])[CH:8]=1)[CH2:2][CH2:3][CH3:4]Participants
7
Conditions
- Temperature
- 105 °C
Procedure
A screw cap test tube was charged with n-butanol (573 μL, 6.26 mmol), 3,5-dimethyliodobenzene (144 μL, 1.00 mmol), CuI (19.0 mg, 0.100 mmol), Cs2CO3 (977 mg, 3.00 mmol), the ligand (0.500 mmol) and toluene (1 mL). The test tube was scaled with a screw cap. The reaction mixture was stirred magnetically and heated at 105° C. for 36 hours. The reaction mixture was allowed to reach room temperature. Dodecane (227 μL, 1.00 mmol; internal standard) was added and a GC sample was filtered through Celite and eluted with CH2Cl2. The yield of the desired product was determined using GC analysis; the results are tabulated below.
Workup
- customA screw cap test tube
- customcap
- customto reach room temperature
- filtrationa GC sample was filtered through Celite
- washeluted with CH2Cl2
Sources & evidence
- ORD record
- ord-f78e99d1a4a446859565ef2ac0434186
- Source dataset
- uspto-grants-2005_03
- Patent number
- US06867298B2
Reaction notes
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