Hydrochloric Acid → HCID 18314128, compound

HRID 277182Notes

Reaction equation

HRID 277182 reaction equation
Cl.[CH3:2][O:3][CH2:4][C:5]1[C:6]([CH2:19][O:20]COC)=[CH:7][C:8]2[C:9]([CH3:18])([CH3:17])[CH2:10][CH2:11][C:12]([CH3:16])([CH3:15])[C:13]=2[CH:14]=1>CO>[OH:20][CH2:19][C:6]1[C:5]([CH2:4][O:3][CH3:2])=[CH:14][C:13]2[C:12]([CH3:16])([CH3:15])[CH2:11][CH2:10][C:9]([CH3:18])([CH3:17])[C:8]=2[CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18314130HCID 18314130, compound

Product 1

HCID 18314128HCID 18314128, compoundYield 115.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.0 ml of 10% aqueous hydrogen chloride was added at room temperature to 5 ml solution of 294 mg 3-methoxymethyl-2-methoxymethoxymethyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene in methanol. After the mixture was heated under reflux for 1 hour, methanol was distilled off. Ethyl acetate was added to the residue, and the resulting mixture was washed with brine. The organic layer was dried over anhydrous magnesium sulfate, and then the residue obtained under reduced pressure was subjected to silica gel column chromatography to give 290 mg of the title compound as a yellow oil.

Workup

  1. temperatureAfter the mixture was heated
  2. temperatureunder reflux for 1 hour
  3. distillationmethanol was distilled off
  4. additionEthyl acetate was added to the residue
  5. washthe resulting mixture was washed with brine
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. customthe residue obtained under reduced pressure

Sources & evidence

ORD record
ord-3babe9881b324852af102a5356c195de
Source dataset
uspto-grants-2002_03
Patent number
US06355669B1

Reaction notes

Loading…