Ethyl Acrylate → HCID 20386809, compound

HRID 854244Notes

Reaction equation

HRID 854244 reaction equation
[C:1]([O:5][CH2:6][CH3:7])(=[O:4])[CH:2]=[CH2:3].[CH:8]1([NH2:11])[CH2:10][CH2:9]1>C(O)C>[CH2:6]([O:5][C:1](=[O:4])[CH2:2][CH2:3][N:11]([CH:8]1[CH2:10][CH2:9]1)[CH2:3][CH2:2][C:1]([O:5][CH2:6][CH3:7])=[O:4])[CH3:7]

Participants

4

Reactant 2

HCID 8821Ethyl AcrylateHCID 69828Cyclopropylamine

Product 1

HCID 20386809HCID 20386809, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl acrylate (30.0 g, 300 mmol, 2.0 eq.) and cyclopropyl amine (8.5 mL, 149 mmol, 1.0 eq.) in absolute ethanol (45 mL) was stirred 24 h at room temperature. The crude mixture was purified by fractionated distillation in vacuo (20 mbar). One fraction was collected (boiling point: 135° C. at 20 mbar), yielding to 20.58 g (54%) of the desired product as a colorless oil. MS (m/e): 274.3 (MH+, 100%).

Workup

  1. distillationThe crude mixture was purified by fractionated distillation in vacuo (20 mbar)
  2. customOne fraction was collected (boiling point: 135° C. at 20 mbar)

Sources & evidence

ORD record
ord-02251f82e6ad49b7a5e4f8639f6d23b3
Source dataset
uspto-grants-2007_08
Patent number
US07259158B2

Reaction notes

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