Pyridine → HCID 18629467, compound

HRID 1060780Notes

Reaction equation

HRID 1060780 reaction equation
Cl[C:2]([O:4][CH2:5][Cl:6])=[O:3].[CH3:7][O:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][O:14][CH2:15][CH2:16][OH:17].N1C=CC=CC=1>ClCCl>[C:2](=[O:3])([O:17][CH2:16][CH2:15][O:14][CH2:13][CH2:12][O:11][CH2:10][CH2:9][O:8][CH3:7])[O:4][CH2:5][Cl:6]

Participants

5

Reactant 3

HCID 1049PyridineHCID 8178Triethylene glycol monomethyl etherHCID 62754Chloromethyl chloroformate

Product 1

HCID 18629467HCID 18629467, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Chloromethyl chloroformate (2.94 ml) was added to an ice-cold solution of triethyleneglycol monomethylether (4.70 ml) in dichloromethane (30 ml) followed by pyridine (2.93 ml) at such a rate that the temperature was kept below 10° C. After stirring overnight at room temperature the reaction mixture was washed twice with 0.5 M HCl followed by water and aqueous sodium bicarbonate. Drying over magnesium sulfate, filtration, evaporation in vacuo followed by distillation in vacuo, b.p.: 102-108° C. at 0.03 mbar, afforded the title compound as a colourless oil.

Workup

  1. customwas kept below 10° C
  2. washwas washed twice with 0.5 M HCl
  3. dry with materialDrying over magnesium sulfate, filtration, evaporation in vacuo
  4. distillationfollowed by distillation in vacuo, b.p.: 102-108° C. at 0.03 mbar

Sources & evidence

ORD record
ord-e5d07863761f498fa8f882b1e2b2dc77
Source dataset
uspto-grants-2003_02
Patent number
US06525077B2

Reaction notes

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