Hydrochloric Acid → HCID 9889187, compound

HRID 1986592Notes

Reaction equation

HRID 1986592 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[C:9]([C:15]1[CH:20]=[CH:19][N:18]=[C:17]([CH:21]3[C:26](=[O:27])[CH2:25][CH2:24][CH2:23][C:22]3=[O:28])[CH:16]=1)=[C:8]([CH2:29][O:30]C(=O)C)[C:7]([CH2:34][O:35]C(=O)C)=[CH:6]2.C[O-].[Na+].Cl>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[C:9]([C:15]1[CH:20]=[CH:19][N:18]=[C:17]([CH:21]3[C:22](=[O:28])[CH2:23][CH2:24][CH2:25][C:26]3=[O:27])[CH:16]=1)=[C:8]([CH2:29][OH:30])[C:7]([CH2:34][OH:35])=[CH:6]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10075332HCID 10075332, compoundHCID 10942334Sodium Methoxide

Product 1

HCID 9889187HCID 9889187, compoundYield 86.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound obtained in Example 18 (440 mg) is suspended in methanol (3 ml), and thereto is added sodium methoxide (28% methanol solution, 0.495 ml) under ice-cooling. The mixture is stirred at room temperature for 30 minutes, during which the mixture is dissolved into a solution but then the crystals precipitate. The reaction solution is cooled with ice, and the pH value thereof is adjusted to pH 4 with a 1M hydrochloric acid. The precipitated crystals are collected by filtration, and washed with water to give 6,7-dimethoxy-1-[2-(1,3-dioxocyclohexan-2-yl)pyridin-4-yl]-2,3-bis(hydroxymethyl)naphthalene (320 mg).

Workup

  1. temperaturecooling
  2. dissolutionis dissolved into a solution
  3. temperatureThe reaction solution is cooled with ice
  4. filtrationThe precipitated crystals are collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-b1a36aaeb3534f73b441f4baf1b46d74
Source dataset
uspto-grants-2009_06
Patent number
US07550464B2

Reaction notes

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