Hydrochloric Acid → HCID 20296116, compound

HRID 2058147Notes

Reaction equation

HRID 2058147 reaction equation
[OH:1][C:2]1[C:19]2[C:18](=[O:20])[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][C:16]=3[OH:21])[C:11](=[O:22])[C:10]=2[C:9]([OH:23])=[C:8]2[C:3]=1[CH2:4][CH2:5][CH:6]([O:24]C(=O)C)[CH2:7]2.Cl>CO>[OH:24][CH:6]1[CH2:5][CH2:4][C:3]2[C:8](=[C:9]([OH:23])[C:10]3[C:11](=[O:22])[C:12]4[C:17]([C:18](=[O:20])[C:19]=3[C:2]=2[OH:1])=[C:16]([OH:21])[CH:15]=[CH:14][CH:13]=4)[CH2:7]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 23349634HCID 23349634, compound

Product 1

HCID 20296116HCID 20296116, compoundYield 108.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The ester of Example 19 (50 mg) was suspended in a 1 N solution of hydrochloric acid in 1:1 aqueous methanol and this was heated for one hour on the steam bath. The excess solvent was removed by concentration on a hot plate and the suspension cooled and filtered to give 48 mg of 2,5,7,12-tetrahydroxy-1,2,3,4,6,11-hexahydro-6,11-dioxonaphthacene (formula 17) as a red powder.

Workup

  1. temperaturethis was heated for one hour on the steam bath
  2. customThe excess solvent was removed by concentration on a hot plate
  3. temperaturethe suspension cooled
  4. filtrationfiltered

Sources & evidence

ORD record
ord-a7469155233046d0a3180ce13a6656fb
Source dataset
uspto-grants-1980_07
Patent number
US04215062

Reaction notes

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