Iodoethane → HCID 25145778, compound

HRID 1931799Notes

Reaction equation

HRID 1931799 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([OH:14])[CH2:13][CH2:12][NH:11][CH2:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.C(=O)([O-])[O-].[Na+].[Na+].I[CH2:22][CH3:23].C(O)(=O)/C=C/C(O)=O>C(#N)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([OH:14])[CH2:13][CH2:12][N:11]([CH2:22][CH3:23])[CH2:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

6

Reactant 4

HCID 6340IodoethaneHCID 10340Sodium CarbonateHCID 444972Fumaric AcidHCID 68516033HCID 68516033, compound

Product 1

HCID 25145778HCID 25145778, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Preparation according to Example 8: 3-(3,5-dichlorophenyl)pyrrolidin-3-ol (0.34 g, 1.46 mmol), acetonitrile (24 mL), sodium carbonate (0.20 g, 3.65 mmol), iodoethane (0.23 g, 1.46 mmol). Heated at reflux for 15 minutes. Yield: 0.24 g. The amine was converted to the fumaric acid salt and evaporated to a solid residue. MS m/z (relative intensity, 70 eV) 259 (M+, 5), 244 (5), 173 (4), 145 (44), 71 (bp).

Workup

  1. customPreparation
  2. temperatureHeated
  3. temperatureat reflux for 15 minutes
  4. customevaporated to a solid residue

Sources & evidence

ORD record
ord-fbc3bba774a842f08366488d333cd523
Source dataset
uspto-grants-2012_05
Patent number
US08188301B2

Reaction notes

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