Hydrochloric Acid → HCID 70490705, compound

HRID 1764491Notes

Reaction equation

HRID 1764491 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 (2N) (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-f3a3332021b442858f867d41cc73692e
Source dataset
uspto-grants-1978_09
Patent number
US04116981

Reaction notes

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