Sodium Hydroxide → HCID 21485510, compound

HRID 1414945Notes

Reaction equation

HRID 1414945 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 1 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 1 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-bc52990c38194b2cb87335215b6ec817
Source dataset
uspto-grants-1977_01
Patent number
US04002746

Reaction notes

Loading…