Acetic Acid → HCID 22277813, compound

HRID 1064026Notes

Reaction equation

HRID 1064026 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1)=[CH2:2].C(O)(=O)C.[CH:13]1([NH2:16])[CH2:15][CH2:14]1>O>[CH:13]1([NH:16][CH2:2][CH2:1][C:3]2[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=2)[CH2:15][CH2:14]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 75024-VinylpyridineHCID 69828Cyclopropylamine

Product 1

HCID 22277813HCID 22277813, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-Vinyl pyridine (50 mmol), glacial acetic acid (3 ml), cyclopropylamine (4.28 g, 75 mmol) and water (12.8 ml) were heated at 50° C. for 22 hours. The crude reaction products partitioning, the organic phase was washed with water, brine and dried. Filtered and solvents removed under vacuum. The residue was further distilled under vacuum (Kugelrohr) and the product amine collected. NMR (CDCl3) 8.45 (m, 2H), 7.05 (m, 2H), 2.93 (m, 2H), 2.73 (m, 2H), 2.07 (m, 1H), 1.37 (m, 2H), 1.25 (m, 2H); m/z 163.17.

Workup

  1. customThe crude reaction products
  2. custompartitioning
  3. washthe organic phase was washed with water, brine
  4. customdried
  5. filtrationFiltered
  6. customsolvents removed under vacuum
  7. distillationThe residue was further distilled under vacuum (Kugelrohr)
  8. customthe product amine collected

Sources & evidence

ORD record
ord-984503fa3a3c4aadb4ac0de28ef941a0
Source dataset
uspto-grants-2005_11
Patent number
US06967216B2

Reaction notes

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