Hydrochloric Acid → HCID 88770249, compound

HRID 224779Notes

Reaction equation

HRID 224779 reaction equation
[Cl:1][N:2]1[C:11]2[CH:10]=[C:9]3[O:12][CH2:13][O:14][C:8]3=[CH:7][C:6]=2[CH:5]=[C:4]([C:15](OCC)=[O:16])[CH2:3]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].Cl>O1CCCC1>[ClH:1].[Cl:1][N:2]1[C:11]2[CH:10]=[C:9]3[O:12][CH2:13][O:14][C:8]3=[CH:7][C:6]=2[CH:5]=[C:4]([CH2:15][OH:16])[CH2:3]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 21226445Aluminium lithium hydrideHCID 86737337HCID 86737337, compound

Product 1

HCID 88770249HCID 88770249, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
-5 °C

Procedure

56 g of Ethyl 5-chloro-1,3-dioxolo[4,5-g]quinoline-7-carboxylate (0.2 mol) are dissolved in 400 ml of anhydrous tetrahydrofuran. Nitrogen is passed through the flask and while stirring and cooling to -5° C., 5.7 g of lithium aluminum hydride are added a bit at a time in order to keep the reaction temperature below 0° C. Stirring is continued for an additional 2.5 hours. Then 360 ml of aqueous hydrochloric acid (3 N) are added while keeping the reaction temperature below 10° C. The precipitated title compound (40.5 g) is recrystallized from aqueous hydrochloric acid (3 N). Yield 38.1 g (70%), m.p. >300° C.

Workup

  1. customthe reaction temperature below 0° C
  2. stirringStirring
  3. customthe reaction temperature below 10° C
  4. customThe precipitated title compound (40.5 g)
  5. customis recrystallized from aqueous hydrochloric acid (3 N)

Sources & evidence

ORD record
ord-40dd3fe271ed4e20b939fa1f29a0f6c9
Source dataset
uspto-grants-1980_11
Patent number
US04234589

Reaction notes

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