Hydrochloric Acid → HCID 131710915, compound

HRID 2072492Notes

Reaction equation

HRID 2072492 reaction equation
[CH2:1]1[CH2:12][C:10](=[O:11])[C:4]2[CH:5]=[C:6]([Cl:9])[CH:7]=[CH:8][C:3]=2[CH2:2]1.Cl.[CH3:14][NH:15][CH3:16].[CH2:17]=O.Cl>CC(C)=O.C(O)C>[ClH:9].[Cl:9][C:6]1[CH:5]=[C:4]2[C:3]([CH2:2][CH2:1][CH:12]([CH2:14][N:15]([CH3:17])[CH3:16])[C:10]2=[O:11])=[CH:8][CH:7]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 10473Dimethylamine, hydrochlorideHCID 2566777-Chloro-1,2,3,4-tetrahydronaphthalen-1-one

Product 1

HCID 131710915HCID 131710915, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 702EthanolSolvent

Procedure

7-Chloro-α-tetralone (15.0 g), 8.75 g of dimethylamine hydrochloride, 3.25 g of paraformaldehyde, and 17.5 ml of 95% ethanol containing 0.2 ml of concentrated hydrogen chloride are combined and heated on a steam bath for 2 hours. The warm solution is transferred to a wide-mouthed flask, diluted with 200 ml of acetone, and allowed to stand at room temperature for several hours. The resultant crystals are collected and crystallized from acetone/ethanol to give 10.7 g of the title compound, melting point 169°-170° C.

Workup

  1. temperatureheated on a steam bath for 2 hours
  2. customThe warm solution is transferred to a wide-mouthed flask
  3. waitto stand at room temperature for several hours
  4. customThe resultant crystals are collected
  5. customcrystallized from acetone/ethanol

Sources & evidence

ORD record
ord-04c4eb2e0ac04eb2a0c81b61162b7ee5
Source dataset
uspto-grants-1977_09
Patent number
US04051248

Reaction notes

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