Phenoxyethanol → HCID 22036365, compound

HRID 1789672Notes

Reaction equation

HRID 1789672 reaction equation
O(C(C)(C)C)[Na].Cl[C:8]1[C:13]([Cl:14])=[N:12][CH:11]=[CH:10][N:9]=1.[O:15]([CH2:22][CH2:23][OH:24])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>O1CCOCC1>[Cl:14][C:13]1[C:8]([O:24][CH2:23][CH2:22][O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[N:9][CH:10]=[CH:11][N:12]=1

Participants

5

Reactant 3

HCID 31236PhenoxyethanolHCID 785752,3-DichloropyrazineHCID 178418730sodium 2-methylpropan-2-olate

Product 1

HCID 22036365HCID 22036365, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

NaO-t-Bu (2.91 g, 30.29 mmol) was added to a mixture of 2,3-dichloropyrazine (4.75 g, 31.9 mmol) and 2-phenoxyethanol (4.18 g, 30.3 mmol) in dioxane (25 mL). The reaction mixture was stirred at ambient temperature for 1.5 h and then filtered. The filtrate was concentrated under reduced pressure and the crystalline residue obtained was dried in a vacuum oven affording 4.4 g (62%) of the title compound as white waxy crystals: mp 55-54° C. Anal. (C12H11CIN2O2) C, H, N.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated under reduced pressure
  3. customthe crystalline residue obtained
  4. customwas dried in a vacuum oven

Sources & evidence

ORD record
ord-c4100c0093a84bf496380d35ba6f64ed
Source dataset
uspto-grants-2006_07
Patent number
US07071180B2

Reaction notes

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