Diethyl Ether → HCID 58430895, compound

HRID 1040469Notes

Reaction equation

HRID 1040469 reaction equation
Cl.[CH:2]1([CH2:5]C(=N)OCC)[CH2:4][CH2:3]1.C(=O)([O-])[O-].[K+].[K+].Cl.[NH2:18][CH2:19][C:20]#[N:21].[CH3:22][CH2:23][O:24]CC>O>[CH2:23]([O:24][C:5]([CH:2]1[CH2:3][CH2:4]1)=[N:21][CH2:20][C:19]#[N:18])[CH3:22]

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 11430Potassium CarbonateHCID 11491918Aminoacetonitrile hydrochlorideHCID 14860732Ethyl 2-cyclopropylethanecarboximidate hydrochloride

Product 1

HCID 58430895HCID 58430895, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a suspension of ethyl cyclopropylacetimidate hydrochloride (6.0 g, 53 mmol) in ether (50 mL) was added anhydrous potassium carbonate (7.3 g, 53 mmol). After stirring for 5 min, a solution of aminoacetonitrile hydrochloride (4.9 g, 53 mmol) in water (40 mL) was added and the mixture stirred for additional 90 min. The reaction was diluted with water (100 mL) and extracted with ether (2×300 mL). The combined organic fractions were dried (Na2SO4), filtered, and concentrated to give N-cyanomethyl-cyclopropanecarboximidic acid ethyl ester as a liquid (4.54 g).

Workup

  1. stirringthe mixture stirred for additional 90 min
  2. extractionextracted with ether (2×300 mL)
  3. dry with materialThe combined organic fractions were dried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-4068d6d00af54e1d8378c89ccb98a1f8
Source dataset
uspto-grants-2013_10
Patent number
US08552205B2

Reaction notes

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