Sodium Hydroxide → 1-(p-Methoxyphenyl)-4-morpholino-1-buten-3-one

HRID 1156747Notes

Reaction equation

HRID 1156747 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1.[O:11]1[CH2:16][CH2:15][N:14]([CH2:17][C:18](=[O:20])[CH3:19])[CH2:13][CH2:12]1.[OH-].[Na+]>>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[CH:19][C:18](=[O:20])[CH2:17][N:14]2[CH2:15][CH2:16][O:11][CH2:12][CH2:13]2)=[CH:5][CH:4]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 312444-MethoxybenzaldehydeHCID 110299481-(4-Morpholinyl)acetone

Product 1

HCID 544510661-(p-Methoxyphenyl)-4-morpholino-1-buten-3-oneYield 72%

Procedure

Condensation 13.6 g (0.1 mole) of p-methoxybenzaldehyde is dissolved in 14.3 g (0.1 mole) of morpholinoacetone and this solution is added dropwise to 100 cm3 of a solution of 1 N sodium hydroxide cooled in an ice-containing water bath. The temperature is allowed to return to ambient temperature while stirring for 5 hours. The precipitate obtained is filtered and rinsed several times with water. 18.8 g of 1-(p-methoxyphenyl)-4-morpholino-1-buten-3-one is obtained.

Workup

  1. additioncontaining water bath
  2. customto return to ambient temperature
  3. customThe precipitate obtained
  4. filtrationis filtered
  5. washrinsed several times with water

Sources & evidence

ORD record
ord-02709f6585a74823a86feb769a346555
Source dataset
uspto-grants-1982_06
Patent number
US04337252

Reaction notes

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