Hydrochloric Acid → HCID 18997015, compound

HRID 374661Notes

Reaction equation

HRID 374661 reaction equation
C([O:4][C:5]1[C:18]2[C:9](=[C:10]([F:23])[C:11]3[C:16]([C:17]=2[O:19][CH3:20])=[CH:15][C:14]([O:21][CH3:22])=[CH:13][CH:12]=3)[C:8](CCC(O)=O)=[CH:7][CH:6]=1)(=O)C.[O-:29][CH2:30][CH3:31].[Na+].Cl.[CH2:34]([OH:36])C>>[OH:4][C:5]1[C:18]2[C:9](=[C:10]([F:23])[C:11]3[C:16]([C:17]=2[O:19][CH3:20])=[CH:15][C:14]([O:21][CH3:22])=[CH:13][CH:12]=3)[CH:8]=[C:7]([C:34]([O:29][CH2:30][CH3:31])=[O:36])[CH:6]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702Ethanol2×HCID 2723922Sodium ethoxideHCID 18996979HCID 18996979, compound

Product 1

HCID 18997015HCID 18997015, compound

Procedure

4-Acetoxy-2-carboxyethyl-6,10-dimethoxy-9-fluoroanthracene (5 g) was dissolved in ethanol at room temperature and a solution of sodium ethoxide in ethanol was added. The reaction mixture was stirred for 30 minutes, then acidified with 2N HCl (aq). The solvent was removed under reduced pressure, the residue was taken up in the ethyl acetate and washed with water. The solution was dried (MgSO4) and filtered, hexane was added and a yellow solid precipitated on cooling, ethyl 4-hydroxy-6,10-dimethoxy-9-fluoroanthracene-2-carboxylate).

Workup

  1. customThe solvent was removed under reduced pressure
  2. washwashed with water
  3. dry with materialThe solution was dried (MgSO4)
  4. filtrationfiltered
  5. additionhexane was added
  6. customa yellow solid precipitated
  7. temperatureon cooling

Sources & evidence

ORD record
ord-e19eb50304e149098825c1d8aeb75ace
Source dataset
uspto-grants-1996_01
Patent number
US05480873

Reaction notes

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