Benzyl Alcohol → 2-(Benzyloxy)-3-chloropyrazine

HRID 66735

Reaction equation

HRID 66735 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]=1

Participants

5

Reactant 3

HCID 244Benzyl AlcoholHCID 24758Sodium hydrideHCID 785752,3-Dichloropyrazine

Product 1

HCID 205289292-(Benzyloxy)-3-chloropyrazine

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

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

  1. temperatureThe mixture is refluxed for 20-60 hours
  2. temperaturecooled
  3. washwashed with water
  4. customdried
  5. customevaporated
  6. distillationthe product distilled in vacuo

Sources & evidence

ORD record
ord-225288ec1c894972937e9a596b5c7a79
Source dataset
uspto-grants-1982_08
Patent number
US04343802

Linked notes

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