Formic Acid → HCID 23471363, compound

HRID 128073

Reaction equation

HRID 128073 reaction equation
[OH:1][C:2]1[CH:15]=[CH:14][C:13]2[C:12](=O)[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5](=O)[C:4]=2[CH:3]=1.[CH:18]([OH:20])=O.[O:21]1CCC[CH2:22]1>>[OH:1][C:2]1[CH:15]=[CH:14][C:13]2[C:4](=[C:5]([CH:18]=[O:20])[C:6]3[C:11]([C:12]=2[CH:22]=[O:21])=[CH:10][CH:9]=[CH:8][CH:7]=3)[CH:3]=1

Participants

4

Reactant 3

HCID 284Formic AcidHCID 8028TetrahydrofuranHCID 117962-Hydroxyanthraquinone

Product 1

HCID 23471363HCID 23471363, compound

Procedure

In the same system as described for the 2,6-dihydroxy analog, a solution of 0.01 mole of the silated 2-hydroxy-anthraquinone in tetrahydrofuran is treated slowly with a solution of 0.01 mole of the same lithio anion. The reaction is allowed to proceed for two hours at room temperature. This solution of the enamine is hydrolyzed at room temperature by addition of 20 ml. of 90% formic acid solution. The reaction mixture is filtered, washed with water, dried and recrystallized from toluene giving 2-hydroxy-9,10-anthracene dicarboxaldehyde.

Workup

  1. filtrationThe reaction mixture is filtered
  2. washwashed with water
  3. customdried
  4. customrecrystallized from toluene

Sources & evidence

ORD record
ord-a708f0a226a242abb0bbb7db995b1bfb
Source dataset
uspto-grants-1981_03
Patent number
US04258181

Linked notes

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