Sodium Iodide → HCID 86752428, compound

HRID 1599163Notes

Reaction equation

HRID 1599163 reaction equation
C(=O)([O-])[O-].[K+].[K+].[I-].[Na+].[NH:9]1[CH2:13][CH2:12][CH2:11][CH2:10]1.Br[CH2:15][CH2:16][CH2:17][O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[CH2:25][C:26]([O:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:27]>C(#N)C.ClCCl.O>[N:9]1([CH2:15][CH2:16][CH2:17][O:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[CH2:25][C:26]([O:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[O:27])[CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

8

Reactant 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 31268PyrrolidineHCID 22417251Benzyl [2-(3-bromopropoxy)phenyl]acetate

Product 1

HCID 86752428HCID 86752428, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6342AcetonitrileSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
90 °C

Procedure

2.06 g of potassium carbonate, 0.5 g of sodium iodide and 1.25 cm3 of pyrrolidine are added to a solution [lacuna] 5.3 g of benzyl [2-(3-bromopropoxy)phenyl)acetate in 100 cm3 of acetonitrile. The mixture is heated at 90° C. for 3 hours and then cooled to room temperature, 50 cm3 of water are added, and the mixture is then diluted with 50 cm3 of dichloromethane. The organic phase is separated off, washed with water and then dried over magnesium sulphate and concentrated to dryness under reduced pressure (2.7 kPa). 5.3 g of benzyl {2-[3-(1-pyrrolidinyl)propoxy]phenyl}acetate are obtained in the form of an orange-coloured oil.

Workup

  1. temperaturecooled to room temperature
  2. customThe organic phase is separated off
  3. washwashed with water
  4. dry with materialdried over magnesium sulphate
  5. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)

Sources & evidence

ORD record
ord-e7a8e5cb1db3427e82f2bf22a541ed21
Source dataset
uspto-grants-1998_04
Patent number
US05739351

Reaction notes

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