Triethylamine → HCID 12953786, compound

HRID 1703194Notes

Reaction equation

HRID 1703194 reaction equation
[F:1][C:2]1[CH:12]=[CH:11][CH:10]=[C:4]2[C:5]([O:7][C:8](=[O:9])[C:3]=12)=O.Cl.[NH2:14][C:15]1([C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:17][CH2:16]1.C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH2:21]([O:20][C:18]([C:15]1([N:14]2[C:8](=[O:9])[C:3]3[C:4](=[CH:10][CH:11]=[CH:12][C:2]=3[F:1])[C:5]2=[O:7])[CH2:17][CH2:16]1)=[O:19])[CH3:22]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 695513-Fluorophthalic anhydrideHCID 386203Ethyl 1-aminocyclopropane-1-carboxylate hydrochloride

Product 1

HCID 12953786HCID 12953786, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

3-Fluorophthalic anhydride (2.0 g), ethyl 1-aminocyclopropane carboxylate hydrochloride (4.0 g) and triethylamine (4 ml) were stirred in chloroform (30 ml) for 0.5 h. Volatile material was evaporated and the residue was heated at 210° for 0.25 h in a nitrogen atmosphere; the residue was dissolved in THF (insoluble triethylame hydrochloride was discarded) and the ethereal solution was evaporated to dryness. This residue was recrystallised from dichloromethane/light petroleum (40°-60°) to give the title compound m.p. 164°.

Workup

  1. customVolatile material was evaporated
  2. temperaturethe residue was heated at 210° for 0.25 h in a nitrogen atmosphere
  3. dissolutionthe residue was dissolved in THF (insoluble triethylame hydrochloride was discarded)
  4. customthe ethereal solution was evaporated to dryness
  5. customThis residue was recrystallised from dichloromethane/light petroleum (40°-60°)

Sources & evidence

ORD record
ord-eaa131372cfe43e097057db77695b1a0
Source dataset
uspto-grants-1982_09
Patent number
US04351842

Reaction notes

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