Water → HCID 10236010, compound

HRID 1032653Notes

Reaction equation

HRID 1032653 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[CH3:13][C:14](=[CH2:18])[C:15](Cl)=[O:16].O>C(OCC)C>[CH3:18][C:14](=[CH2:13])[C:15]([N:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:16]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 13528Methacryloyl chlorideHCID 31268Pyrrolidine

Product 1

HCID 10236010HCID 10236010, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
0 °C

Procedure

Under an argon atmosphere, pyrrolidine (3.55 g, 0.05 mole) was dissolved in ethyl ether (50 ml). Triethylamine (5.06 g, 0.05 mmole) was added and the solution cooled to and maintained at 0° C. 2-Methylacryloyl chloride (5.22 g, 0.05 mole), dissolved in ethyl ether (50 ml) was added to the reaction and the solution stirred overnight. Water (50 ml) was added, the layers were separated and the aqueous layer extracted with ethyl ether. The extracts were concentrated and the resulting product dried (6.77 g). The structure was confirmed by NMR.

Workup

  1. temperaturethe solution cooled to and
  2. additionwas added to the reaction
  3. customthe layers were separated
  4. extractionthe aqueous layer extracted with ethyl ether
  5. concentrationThe extracts were concentrated
  6. customthe resulting product dried (6.77 g)

Sources & evidence

ORD record
ord-78486e85667b4538a0131c37e061d3f0
Source dataset
uspto-grants-1990_09
Patent number
US04959364

Reaction notes

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