Sodium Hydroxide → HCID 20517509, compound

HRID 2198885Notes

Reaction equation

HRID 2198885 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2([CH3:18])[CH2:14][N:13]([CH3:15])[C:12](=O)[CH:11]([CH3:17])[O:10]2)[CH:6]=[CH:7][CH:8]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+].[O-]S([O-])(=O)=O.[Mg+2]>CCOCC.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2([CH3:18])[O:10][CH:11]([CH3:17])[CH2:12][N:13]([CH3:15])[CH2:14]2)[CH:6]=[CH:7][CH:8]=1

Participants

7

Reactant 4

HCID 14798Sodium HydroxideHCID 24083Sulfuric acid magnesium salt (1:1)HCID 20517541HCID 20517541, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 20517509HCID 20517509, compoundYield 100.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent2×

Procedure

The above mixture of isomers of 6-(3-methoxyphenyl)-2,4,6-trimethyl-3-morpholinone (15.8 g) in dry ether (50 ml) was added dropwise to a stirred suspension of lithium aluminium hydride (4.0 g) in ether (250 ml). After heating under reflux for 3 hours the reaction mixture was cooled and the complex decomposed by the cautious, successive addition of water (4 ml), 2 M sodium hydroxide (8 ml) and anhydrous MgSO4. The inorganic material was filtered off and the filtrate removed under reduced pressure affording 15 g of oil.

Workup

  1. temperatureAfter heating
  2. temperatureunder reflux for 3 hours the reaction mixture
  3. temperaturewas cooled
  4. filtrationThe inorganic material was filtered off
  5. customthe filtrate removed under reduced pressure

Sources & evidence

ORD record
ord-a8b07c7f98644c37b6f218992b0721a2
Source dataset
uspto-grants-1982_11
Patent number
US04360519

Reaction notes

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