Ethanol → HCID 131710912, compound

HRID 2072487Notes

Reaction equation

HRID 2072487 reaction equation
[CH2:1]1[CH2:12][C:10](=[O:11])[C:4]2[CH:5]=[CH:6][C:7]([Cl:9])=[CH:8][C:3]=2[CH2:2]1.Cl.[CH3:14][NH:15][CH3:16].C=O.[CH2:19](O)C>CC(C)=O>[ClH:9].[Cl:9][C:7]1[CH:8]=[C:3]2[C:4](=[CH:5][CH:6]=1)[C:10](=[O:11])[CH:12]([CH2:14][N:15]([CH3:19])[CH3:16])[CH2:1][CH2:2]2

Participants

6

Reactant 4

HCID 702EthanolHCID 712Formaldehyde2×HCID 10473Dimethylamine, hydrochlorideHCID 122911496-Chloro-1-tetralone

Product 1

HCID 131710912HCID 131710912, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture comprising 6.0 g 6-chloro-α-tetralone, 3.5 g dimethylamine hydrochloride, 1.3 g paraformaldehyde, and 7 ml 95% ethanol containing 0.07 ml concentrated hydrogen chloride is heated on a steam bath for 1.5 hours. The reaction mixture soon become homogeneous and the paraformaldehyde dissolves. The warm solution is transferred to a wide-mounted flask and is quickly diluted with acetone (90 ml). Cooling this deep purpose solution in the freezer for several hours produces a crystalline mass of light purple needles that is filtered and washed with additional acetone. After drying this material in vacuum, it weighs 6.8 g (76%), melting point 137°-139° C.

Workup

  1. customThe warm solution is transferred to a wide-mounted flask
  2. temperatureCooling this deep purpose solution in the freezer for several hours
  3. customproduces a crystalline mass of light purple needles that
  4. filtrationis filtered
  5. washwashed with additional acetone
  6. customAfter drying this material in vacuum, it

Sources & evidence

ORD record
ord-a03c3d46debc4bd1ac4320ac712b6951
Source dataset
uspto-grants-1977_09
Patent number
US04051248

Reaction notes

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