Benzyl Alcohol → 2-(Benzyloxy)-3-chloropyrazine
Reaction equation
[H-].[Na+].[CH2:3]([OH:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[Cl:11][C:12]1[C:17](Cl)=[N:16][CH:15]=[CH:14][N:13]=1>C1C=CC=CC=1>[Cl:11][C:12]1[C:17]([O:10][CH2:3][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)=[N:16][CH:15]=[CH:14][N:13]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Sodium hydride (0.10 mole) is added to 0.10 mole of benzyl alcohol in 100 ml. dry benzene and the mixture is refluxed 1-2 hours. The cooled solution is treated with 0.10 mole of 2,3-dichloropyrazine in 100 ml. of benzene. The mixture is refluxed for 20-60 hours, cooled, washed with water, dried, and evaporated and the product distilled in vacuo to give 2-chloro-3-benzyloxypyrazine.
Workup
- temperatureThe mixture is refluxed for 20-60 hours
- temperaturecooled
- washwashed with water
- customdried
- customevaporated
- distillationthe product distilled in vacuo
Sources & evidence
- ORD record
- ord-225288ec1c894972937e9a596b5c7a79
- Source dataset
- uspto-grants-1982_08
- Patent number
- US04343802
Reaction notes
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