Hydrochloric Acid → HCID 57081412, compound

HRID 1422052Notes

Reaction equation

HRID 1422052 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[CH2:8][CH2:7][CH2:6]2.[CH3:14][O:15][C:16]1[CH:17]=[C:18]([CH:21]=[CH:22][C:23]=1[O:24][CH2:25][CH3:26])[CH:19]=O.Cl.[CH3:28][OH:29]>C(OCC)(=O)C>[CH3:28][O:29][CH:8]1[C:7](=[CH:19][C:18]2[CH:21]=[CH:22][C:23]([O:24][CH2:25][CH3:26])=[C:16]([O:15][CH3:14])[CH:17]=2)[CH2:6][C:5]2[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=2)[C:9]1=[O:13]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 141126-Methoxy-alpha-tetraloneHCID 671164-Ethoxy-3-methoxybenzaldehyde

Product 1

HCID 57081412HCID 57081412, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

After 6-methoxy-1-tetralone 1.0 g and 3-methoxy-4-ethoxybenzaldehyde 1.27 g were added to a mixture of concentrated hydrochloric acid 60 ml and methanol 50 ml, the mixture was refluxed for 2.5 hours. The reaction mixture was cooled to room temperature, and ethyl acetate 100 ml was added. The ethyl acetate solution was washed with water 100 ml twice and saturated salt solution 100 ml twice. The ethyl acetate solution was dehydrated with magnesium sulfate, and concentrated to 20 ml at 40° C. under reduced pressure. The precipitated crystals were filtered. The crystals were dried over phosphorous pentoxide for four hours under reduced pressure to obtain the desired compound 0.89 g.

Workup

  1. temperaturethe mixture was refluxed for 2.5 hours
  2. washThe ethyl acetate solution was washed with water 100 ml twice
  3. concentrationconcentrated to 20 ml at 40° C. under reduced pressure
  4. filtrationThe precipitated crystals were filtered
  5. dry with materialThe crystals were dried over phosphorous pentoxide for four hours under reduced pressure

Sources & evidence

ORD record
ord-364f51ceb4464889b273f03dca51620f
Source dataset
uspto-grants-2000_06
Patent number
US06080781

Reaction notes

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