Sodium Hydroxide → HCID 54233054, compound

HRID 1703325Notes

Reaction equation

HRID 1703325 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH2:10][CH2:9][CH2:8][CH2:7]2)(=[O:3])[CH3:2].[N:14]1([C:20]2[CH:27]=[CH:26][C:23]([CH:24]=O)=[CH:22][CH:21]=2)[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1.[OH-].[Na+]>C(O)C>[N:14]1([C:20]2[CH:27]=[CH:26][C:23]([CH:24]=[CH:2][C:1]([C:4]3[CH:13]=[CH:12][C:11]4[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=4[CH:5]=3)=[O:3])=[CH:22][CH:21]=2)[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 698856-AcetyltetralinHCID 2913494-Morpholinobenzaldehyde

Product 1

HCID 54233054HCID 54233054, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1.74 g of 1 (10 mmoles), 1.91 g of p-(4-morpholinyl)benzaldehyde (10 mmoles), and two pellets of sodium hydroxide (about 0.4 g) in 40 ml of ethanol was stirred under nitrogen at room temperature for 70 hr. The reaction mixture was cooled in an ice bath and the precipitated yellow solid 3-[4-(4-morpholinyl)phenyl]-1-(5,6,7,8-tetrahydronaphthalen-2-yl)-2-propen-1-one was collected by filtration and washed with cold ethanol. Yield: 2.9 g (83%); m.p. 138° to 140°. λmax (EtOH): 390 nm (ε=28,100), 270 nm (ε=13,700). Calcd for C23H25NO2 : c, 79.51; H, 7.25; N, 4.03. Found: C, 78.72, 79.02, 78.75; H, 7.22, 7.26, 7.23; N, 3.88, 3.87, 3.91.

Workup

  1. temperatureThe reaction mixture was cooled in an ice bath
  2. filtrationthe precipitated yellow solid 3-[4-(4-morpholinyl)phenyl]-1-(5,6,7,8-tetrahydronaphthalen-2-yl)-2-propen-1-one was collected by filtration
  3. washwashed with cold ethanol

Sources & evidence

ORD record
ord-deba65e9c37a453a93779526a35ca1ef
Source dataset
uspto-grants-1982_09
Patent number
US04351893

Reaction notes

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