Solketal → HCID 21333218, compound

HRID 1390664Notes

Reaction equation

HRID 1390664 reaction equation
[H-].[Na+].Cl[C:4]1[C:9]([Cl:10])=[N:8][CH:7]=[CH:6][N:5]=1.[CH3:11][C:12]1([CH3:19])[O:16][CH:15]([CH2:17][OH:18])[CH2:14][O:13]1>CN(C)P(=O)(N(C)C)N(C)C>[Cl:10][C:9]1[C:4]([O:18][CH2:17][CH:15]2[CH2:14][O:13][C:12]([CH3:19])([CH3:11])[O:16]2)=[N:5][CH:6]=[CH:7][N:8]=1

Participants

5

Reactant 3

HCID 7528SolketalHCID 24758Sodium hydrideHCID 785752,3-Dichloropyrazine

Product 1

HCID 21333218HCID 21333218, compound

Reagents, catalysts & solvents 1

HCID 12679HexamethylphosphoramideSolvent

Procedure

9.6 g of sodium hydride are added in portions, whilst stirring, to a solution of 59.6 g of 2,3-dichloropyrazine and 52.8 g of 2,2-dimethyl-4-hydroxymethyl-1,3-dioxolane in 500 ml of hexamethylphosphoric acid triamide at 0°-5° C. (duration of the addition: 40 minutes). The reaction mixture is then stirred for 40 hours at room temperature after which it is poured onto an ice-water mixture. The aqueous phase is extracted with diethyl ether. The combined organic extracts are washed with water, dried over sodium sulphate and evaporated under a waterpump vacuum. 4-(2-Chloro-3-pyrazinyloxymethyl)-2,2-dimethyl-1,3-dioxolane is obtained as an oily residue.

Workup

  1. additionduration of the addition
  2. custom40 minutes
  3. extractionThe aqueous phase is extracted with diethyl ether
  4. washThe combined organic extracts are washed with water
  5. dry with materialdried over sodium sulphate
  6. customevaporated under a waterpump vacuum

Sources & evidence

ORD record
ord-811c5e1fc1704f42bca260819e091bcf
Source dataset
uspto-grants-1979_02
Patent number
US04139623

Reaction notes

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