HCID 21489517, compound → HCID 21489511, compound

HRID 1974381Notes

Reaction equation

HRID 1974381 reaction equation
Cl[C:2]1[C:7]([O:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:6][C:5]([Cl:15])=[CH:4][N:3]=1>C(O)(=O)C>[CH2:13]([O:12][C:10](=[O:11])[CH2:9][O:8][C:7]1[CH:2]=[N:3][CH:4]=[C:5]([Cl:15])[CH:6]=1)[CH3:14]

Participants

3

Reactant 1

HCID 21489517HCID 21489517, compound

Product 1

HCID 21489511HCID 21489511, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of ethyl (2,5-dichloropyrid-3-yloxy)-acetate (200mg.) in glacial acetic acid (8ml.) was stirred overnight under reflux with acid washed zinc powder (1.0g.). The solution was cooled and filtered and the filtrate was evaporated to dryness. The residue was purified by chromatography on silica gel to yield ethyl(5-chloropyrid-3-yloxy)acetate, m.p. 38°-40° C. (ether-pentane).

Workup

  1. temperatureunder reflux with acid
  2. washwashed zinc powder (1.0g.)
  3. temperatureThe solution was cooled
  4. filtrationfiltered
  5. customthe filtrate was evaporated to dryness
  6. customThe residue was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-a518f2840ac1428f8dc2bcbd9459a6bf
Source dataset
uspto-grants-1976_12
Patent number
US04000305

Reaction notes

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