Diethyl Ether → HCID 14461248, compound

HRID 1708864Notes

Reaction equation

HRID 1708864 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[N:10][C:11]([CH:23]([CH3:25])[CH3:24])=[C:12]([CH2:21][OH:22])[C:13]=2[C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)=[CH:4][CH:3]=1.C1C=C[NH+]=CC=1.[O-][Cr](Cl)(=O)=O.CCOCC>ClCCl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[N:10][C:11]([CH:23]([CH3:25])[CH3:24])=[C:12]([CH:21]=[O:22])[C:13]=2[C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 14461247HCID 14461247, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 14461248HCID 14461248, compoundYield 80.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

1.8 g (5.5 mmol) of the compound from Example 7a in 30 ml of dichloromethane are poured into a suspension of 1.8 g (0.4 mmol) of PCC in 30 ml of dichloromethane at room temperature. After stirring at room temperature for 3 h, 3 volumes of ether are added, and the mixture is filtered through silica gel. Removal of the solvent in vacuo, and chromatography on silica gel (cyclohexane/ethyl acetate 1) yields 1.5 g of the title compound as a solid.

Workup

  1. filtrationthe mixture is filtered through silica gel
  2. customRemoval of the solvent in vacuo, and chromatography on silica gel (cyclohexane/ethyl acetate 1)

Sources & evidence

ORD record
ord-ab4fc89e52d44a06acbe2655e5d103cb
Source dataset
uspto-grants-1990_08
Patent number
US04946841

Reaction notes

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