Pyridine → HCID 13066658, compound

HRID 1163982Notes

Reaction equation

HRID 1163982 reaction equation
[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[O:11][C:12]1[C:13]([CH3:18])=[CH:14][CH:15]=[CH:16][CH:17]=1)[CH:2]=C.N1C=C[CH:22]=[CH:21][CH:20]=1.C(OC(=O)C)(=[O:27])C>O>[C:1]([O:4][C:5]1[C:10]([CH2:20][CH:21]=[CH2:22])=[CH:9][CH:8]=[CH:7][C:6]=1[O:11][C:12]1[C:13]([CH3:18])=[CH:14][CH:15]=[CH:16][CH:17]=1)(=[O:27])[CH3:2]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 20513420HCID 20513420, compound

Product 1

HCID 13066658HCID 13066658, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

o-Tolyl 2-allyloxyphenyl ether (70 g) was heated at 250° C. with stirring for 30 minutes. To the resultant substance were added pyridine (200 ml) and acetic anhydride (50 g), and the mixture was allowed to stand at room temperature for an hour. The reaction mixture was poured into water (1 l) and extracted with diethyl ether. The extract was washed with dil. hydrochloric acid and water successively, dried over magnesium sulfate and then evaporated. The oily residue (85.0 g) was subjected to distillation under reduced pressure to give colorless oil of o-tolyl 2-acetoxy-3-allylphenyl ether (60.0 g). bp 147°-150° C./0.6 mmHg.

Workup

  1. waitto stand at room temperature for an hour
  2. extractionextracted with diethyl ether
  3. washThe extract was washed with dil. hydrochloric acid and water successively
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. distillationThe oily residue (85.0 g) was subjected to distillation under reduced pressure

Sources & evidence

ORD record
ord-d4e6c5b3973a4d378f32c9564dbb1598
Source dataset
uspto-grants-1983_01
Patent number
US04367238

Reaction notes

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