Sodium Hydroxide → HCID 21485510, compound

HRID 1077129Notes

Reaction equation

HRID 1077129 reaction equation
[CH2:1]([N:3]([CH2:16][CH3:17])[CH2:4][C:5]#[C:6][CH2:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH3:2].[OH-:18].[Na+]>S(=O)(=O)(O)O.O>[CH2:16]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][C:6](=[O:18])[CH2:7][CH2:8][CH2:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[CH3:17]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 21485425HCID 21485425, compound

Product 1

HCID 21485510HCID 21485510, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1118Sulfuric AcidSolvent

Procedure

Add to a solution of 1-diethylamino-6-phenylhex-2-yne (27.1 g) in concentrated sulphuric acid (7.6 cc) diluted with water (77 cc) at 70° mercuric sulphate (1.6 g), and keep the solution under nitrogen for one hour; cool, make basic with sodium hydroxide solution, and filter through glass wool to remove mercuric oxide. Extract the product with ether and evaporate the washed and dried ethereal solution, leaving crude 1-diethylamino-6-phenylhexan-3-one. Distil under reduced pressure with this ketoamine undergoing partial elimination of diethylamine, to obtain a mixture of the ketoamine, and 6-phenylhex-1-en-3-one (18.9 g), b.p. 96°/0.003 mm.

Workup

  1. customfor one hour
  2. temperaturecool
  3. filtrationfilter through glass wool
  4. customto remove mercuric oxide
  5. extractionExtract the product with ether
  6. customevaporate the
  7. washwashed
  8. customdried ethereal solution

Sources & evidence

ORD record
ord-15a612ac128040f1aa0bd7890ef27573
Source dataset
uspto-grants-1976_05
Patent number
US03959322

Reaction notes

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