Ethanol → HCID 22915419, compound

HRID 1377777Notes

Reaction equation

HRID 1377777 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[O:13][C:12]([C:14]3[CH2:18][CH2:17][CH:16]([NH:19][OH:20])[CH:15]=3)=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[Si]([N:25]=[C:26]=[O:27])(C)(C)C.CCO>C1COCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[O:13][C:12]([C:14]3[CH2:18][CH2:17][CH:16]([N:19]([OH:20])[C:26]([NH2:25])=[O:27])[CH:15]=3)=[CH:11][CH:10]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 70696Trimethylsilyl isocyanateHCID 22915412HCID 22915412, compound

Product 1

HCID 22915419HCID 22915419, compoundYield 32.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of N-[3-[5-(4-fluorophenylthio)-2-furyl]-2-cyclopenten-1-yl]-N-hydroxylamine (1.35 g; 4.64 mM) in THF (13 ml) was added TMSNCO (0.755 g; 5.56 mM) at room temperature under N2. After stirring for 1 hr, EtOH (20 ml) was added. Volatiles were removed, and the resulting residue was recrystallized from ethyl acetate-EtOH (20 ml-120 ml) to provide 0.5 g of the title compound as a colorless solid.

Workup

  1. customVolatiles were removed
  2. customthe resulting residue was recrystallized from ethyl acetate-EtOH (20 ml-120 ml)

Sources & evidence

ORD record
ord-63862cc2ccf44bb491d4741f7da3d18a
Source dataset
uspto-grants-1997_09
Patent number
US05665768

Reaction notes

Loading…