Diethyl Ether → HCID 14871115, compound

HRID 729176Notes

Reaction equation

HRID 729176 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13]([C:14]3[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=3)=[CH:12][C:11]([CH:21]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[OH:22])=[N:10]2)=[CH:5][CH:4]=1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.CCOCC>C(Cl)Cl>[C:21]([C:11]1[CH:12]=[C:13]([C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)[N:9]([C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)[N:10]=1)(=[O:22])[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 14871100HCID 14871100, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 14871115HCID 14871115, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compound 77 (3.7 g, 10 mM) was dissolved in CH2Cl2 (100 ml) and pyridinium chlorochromate (3.44 g, 16 mM) was added with vigorous stirringand stirred for 30 min. Et2O (150 ml) was added and the mixture was sonicated for 5 min and filtered through florisil (100-200 mesh), the Florisil washed with additional Et2O and the combined Et2O layer evaporated in vacuo to yield the title compound of sufficient purityfor subsequent steps.

Workup

  1. customthe mixture was sonicated for 5 min
  2. filtrationfiltered through florisil (100-200 mesh)
  3. washthe Florisil washed with additional Et2O
  4. customthe combined Et2O layer evaporated in vacuo

Sources & evidence

ORD record
ord-cbc6aebfda8d412ca6a6642b442692de
Source dataset
uspto-grants-1991_09
Patent number
US05051518

Reaction notes

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