Acetic Acid → HCID 21104742, compound

HRID 1354184Notes

Reaction equation

HRID 1354184 reaction equation
C(O[C:4]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([CH:15]=1)=[CH:13][CH:12]=[CH:11][CH:10]=2)=[O:5])C.[C:16]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)(=[O:18])[CH3:17].CC(C)([O-])C.[K+].C(O)(=O)C>C1COCC1>[C:19]1([C:16](=[O:18])[CH2:17][C:4]([C:6]2[CH:7]=[N:8][C:9]3[C:14]([CH:15]=2)=[CH:13][CH:12]=[CH:11][CH:10]=3)=[O:5])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 7410AcetophenoneHCID 282842ethyl quinoline-3-carboxylateHCID 23665647Potassium tert-butoxide

Product 1

HCID 21104742HCID 21104742, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of ethyl-3-quinolinate (0.50 gm, 0.0025 mole) and acetophenone (0.30 gm, 0.0025 mole) was added to an ice-cold suspension of potassium tertiary butoxide in THF (5.0 ml). The reaction mixture was stirred at room temp. for 2 hours, acidified with a dilute acetic acid (10%). The resulting solid was filtered, air dried and recrystallised from boiling ethyl acetate to yield the desired product as a pale yellow colour solid.

Workup

  1. filtrationThe resulting solid was filtered
  2. customair dried
  3. customrecrystallised

Sources & evidence

ORD record
ord-c1940b65ac364528a7ac44cc976d20c6
Source dataset
uspto-grants-2007_05
Patent number
US07223777B2

Reaction notes

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