Water → HCID 54269907, compound

HRID 977110Notes

Reaction equation

HRID 977110 reaction equation
[CH3:1][C:2]1([CH3:13])[CH2:6][CH:5]([CH2:7]CS([O-])(=O)=O)[CH2:4][O:3]1.[NH2:14][CH2:15][CH2:16][NH2:17].C(=O)([O-])[O-].[K+].[K+].O>C(#N)C>[CH3:13][C:2]1([CH3:1])[CH2:6][CH:5]([CH2:7][NH:14][CH2:15][CH2:16][NH2:17])[CH2:4][O:3]1

Participants

6

Reactant 4

HCID 962WaterHCID 3301EthylenediamineHCID 11430Potassium CarbonateHCID 86750596HCID 86750596, compound

Product 1

HCID 54269907HCID 54269907, compoundYield 41.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

A suspension of 4.00 g of [(2,2-dimethyl-4-tetrahydrofuryl) methyl]methanesulfonate, 10.4 g of 1,2-diaminoethane and 2.87 g of potassium carbonate in 40 ml of acetonitrile was stirred at 80° C. for 3 hours. The mixture was cooled to room temperature, and water was then added thereto, followed by extraction with dichloromethane, The organic layer was dried over magnesium sulfate, anhydrous, and then concentrated under a reduced pressure to obtain 1.38 g of N-[(2,2-dimethyl-4-tetrahydrofuryl) methyl]-1,2-diaminoethane as a pale yellow oil.

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. extractionfollowed by extraction with dichloromethane
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. concentrationanhydrous, and then concentrated under a reduced pressure

Sources & evidence

ORD record
ord-0f74f5c7562442fcbf84e877857efee5
Source dataset
uspto-grants-1997_03
Patent number
US05614527

Reaction notes

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