Acetic Acid → HCID 19707365, compound

HRID 1379068Notes

Reaction equation

HRID 1379068 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([CH3:12])=[C:7](N1CCCC1)[CH2:6][CH2:5]2.C([O-])(=[O:20])C.[Na+].C(O)(=O)C.O>C(OCC)(=O)C>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]([CH3:12])[C:7](=[O:20])[CH2:6][CH2:5]2

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 517045Sodium AcetateHCID 57200436HCID 57200436, compound

Product 1

HCID 19707365HCID 19707365, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To the 6-fluoro-1-methyl-2-pyrrolidinyl-3,4-dihydronaphthalene afforded above in Step B in 1700 ml of ethyl acetate was added sodium acetate (10.2 g; 124.4 mmol), acetic acid (10.2 ml; 178.2 mmol) and 102 ml of water. The reaction mixture was stirred at room temperature for 4 hours. The layers were separated and the organic layer was washed with brine, 5% NaHCO3, and brine. The organic layer was dried over MgSO4 and was concentrated to afford 7.9 g of the subtitle compound as a dark orange-red oil (60% yield).

Workup

  1. customThe layers were separated
  2. washthe organic layer was washed with brine, 5% NaHCO3, and brine
  3. dry with materialThe organic layer was dried over MgSO4
  4. concentrationwas concentrated

Sources & evidence

ORD record
ord-2e85dcdf863c444786f93d514282df70
Source dataset
uspto-grants-1997_09
Patent number
US05670512

Reaction notes

Loading…