Hydrochloric Acid → HCID 70490705, compound

HRID 262425Notes

Reaction equation

HRID 262425 reaction equation
[CH3:1][O:2][C:3]1[C:12]2[CH2:11][CH:10]=[C:9]([O:13]CC)[CH2:8][C:7]=2[C:6]([O:16][CH3:17])=[CH:5][CH:4]=1.Cl>C(O)C>[CH3:1][O:2][CH:3]1[C:12]2[CH:11]=[CH:10][C:9](=[O:13])[CH2:8][C:7]=2[CH:6]([O:16][CH3:17])[CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21318722HCID 21318722, compound

Product 1

HCID 70490705HCID 70490705, compoundYield 86.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5,8-Dihydro-1,4-dimethoxy-6-ethoxynaphthalene (XII) (3.5 g, 15 mmole) was dissolved in 88 ml hot ethanol and then cooled to room temperature. The suspension was stirred with hydrochloric acid (2 N) (17.5 ml) for fifteen minutes. The reaction mixture was poured onto ice water and filtered to give as a tan solid 1,4-dimethoxy-6-tetralone (XIII) (2.67 g, 86.5% yield). m.p. 99°-100° C. (ethanol).

Workup

  1. additionThe reaction mixture was poured onto ice water
  2. filtrationfiltered

Sources & evidence

ORD record
ord-9e90ff7d2371403f819cf6219ecc740b
Source dataset
uspto-grants-1979_05
Patent number
US04154745

Reaction notes

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