Ethyl Acetate → HCID 136058237, compound

HRID 2258511Notes

Reaction equation

HRID 2258511 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH2:12][O:13][C:14]3[CH:19]=[CH:18][C:17]([C:20]([O:22][CH3:23])=[O:21])=[CH:16][C:15]=3[C:24]([O:26]C)=O)=[N:9]2)=[CH:4][CH:3]=1.[H-].[Na+].C(OCC)(=O)C>CN(C)C=O>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([C:12]3[O:13][C:14]4[CH:19]=[CH:18][C:17]([C:20]([O:22][CH3:23])=[O:21])=[CH:16][C:15]=4[C:24]=3[OH:26])=[N:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 22922194HCID 22922194, compound

Product 1

HCID 136058237HCID 136058237, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a being cooled suspension of 7-chloro-2-[2,4-bis-(methoxycarbonyl)phenoxymethyl]quinoline (0.3 g) in N,N-dimethylformamide (6 ml), sodium hydride ((60% in mineral oil) 31 mg). After being stirred at same temperature for 30 minutes and successively at ambient temperature for 3 hours, the resulting mixture was poured into a mixture of ethyl acetate and buffer (pH 4.1). The appeared precipitates were collected by filtration and washed with n-hexane to give 7-chloro-2-(5-methoxycarbonyl-3-hydroxybenzofuran-2-yl)quinoline (0.15

Workup

  1. temperatureTo a being cooled
  2. customThe appeared precipitates
  3. filtrationwere collected by filtration
  4. washwashed with n-hexane

Sources & evidence

ORD record
ord-81b1512acecf4a3aa137bc41eda665c8
Source dataset
uspto-grants-1997_08
Patent number
US05661159

Reaction notes

Loading…