Hydrochloric Acid → HCID 20089843, compound

HRID 275077Notes

Reaction equation

HRID 275077 reaction equation
[CH:1]1[C:18]2[C:17](=[O:19])[C:16]3[C:7](=[CH:8][C:9]4[C:14]([CH:15]=3)=[CH:13][CH:12]=[CH:11][CH:10]=4)[C:6](=[O:20])[C:5]=2[CH:4]=[CH:3][C:2]=1[CH:21](C(OC)=O)[C:22]([O:24]C)=[O:23].Cl>C(O)(=O)C>[CH:1]1[C:18]2[C:17](=[O:19])[C:16]3[C:7](=[CH:8][C:9]4[C:14]([CH:15]=3)=[CH:13][CH:12]=[CH:11][CH:10]=4)[C:6](=[O:20])[C:5]=2[CH:4]=[CH:3][C:2]=1[CH2:21][C:22]([OH:24])=[O:23]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21617460HCID 21617460, compound

Product 1

HCID 20089843HCID 20089843, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

8 g (20.6 mmol) of dimethyl (2-naphthacene-5,12-dionyl)-malonate (Example 36), 60 ml of glacial acetic acid and 60 ml of concentrated HCl solution are stirred under reflux for 4.5 hours. The mixture is poured onto ice/water. The crystals are filtered off, washed with diethyl ether and recrystallized from THF/pentane. Yield 4.88 g (75%); melting point >220° C.

Workup

  1. temperatureunder reflux for 4.5 hours
  2. additionThe mixture is poured onto ice/water
  3. filtrationThe crystals are filtered off
  4. washwashed with diethyl ether
  5. customrecrystallized from THF/pentane

Sources & evidence

ORD record
ord-8ef55f3417294647bc3b23fb7f34f5b0
Source dataset
uspto-grants-1995_02
Patent number
US05391749

Reaction notes

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