Ethyl Acrylate → HCID 25072995, compound

HRID 237756Notes

Reaction equation

HRID 237756 reaction equation
[C:1]([C:5]1[CH:18]=[CH:17][C:8]([O:9][CH2:10][CH:11]2[O:15][C:14]([NH2:16])=[N:13][CH2:12]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[C:19](OCC)(=[O:22])[CH:20]=[CH2:21]>C(O)C>[C:1]([C:5]1[CH:18]=[CH:17][C:8]([O:9][CH2:10][CH:11]2[O:15][C:14]3=[N:16][C:19](=[O:22])[CH2:20][CH2:21][N:13]3[CH2:12]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 8821Ethyl AcrylateHCID 14661216HCID 14661216, compound

Product 1

HCID 25072995HCID 25072995, compoundYield 30.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
130 °C

Procedure

To a solution of 5-(4-tert-butyl-phenoxymethyl)-4,5-dihydro-oxazol-2-ylamine (520 mg, 2.10 mmol) in ethanol (10 mL) was added ethyl acrylate (273.3 mg, 2.73 mmol). The reaction mixture was heated in a microwave oven at 130° C. for 10 min, then at 140° C. for 10 min, and finally at 150° C. for 30 min. Solvent was removed under vacuum, and the residual solid washed with small amount of EtOH to afford 195 mg of 2-(4-tert-butyl-phenoxymethyl)-2,3,5,6-tetrahydro-oxazolo[3,2-a]pyrimidin-7-one as a white solid.

Workup

  1. waitfinally at 150° C. for 30 min
  2. customSolvent was removed under vacuum
  3. washthe residual solid washed with small amount of EtOH

Sources & evidence

ORD record
ord-09673bb9832f4374adbf54d126800a4e
Source dataset
uspto-grants-2014_02
Patent number
US08642603B2

Reaction notes

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