Ethanol → HCID 9797483, compound

HRID 482151Notes

Reaction equation

HRID 482151 reaction equation
[F:1][C:2]1[CH:21]=[CH:20][C:5]([O:6][C:7]2[CH:8]=[C:9]([C:13]3[CH2:17][CH2:16][CH:15]([NH:18][OH:19])[CH:14]=3)[CH:10]=[CH:11][CH:12]=2)=[CH:4][CH:3]=1.C[Si]([N:26]=[C:27]=[O:28])(C)C.C(O)C>C1COCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][C:7]2[CH:8]=[C:9]([C:13]3[CH2:17][CH2:16][CH:15]([N:18]([OH:19])[C:27]([NH2:26])=[O:28])[CH:14]=3)[CH:10]=[CH:11][CH:12]=2)=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 70696Trimethylsilyl isocyanateHCID 19065570HCID 19065570, compound

Product 1

HCID 9797483HCID 9797483, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of N-[3-[3-(4-fluorophenoxy)phenyl]cyclopent-2-enyl]-N-hydroxylamine (1.07 g; 3.75 mM) in dry THF (10 ml) was added trimethylsilyl isocyanate (0.76 g; 5.63 mM) at room temperature. After stirring for 1 hr, ethanol (10 ml) was added. Volatiles were removed, and the resulting solids were recrystallized from ethyl acetate-n-hexane to give 0.6 g (y. 28%) of the subtitle compound [G] as colorless solids.

Workup

  1. customVolatiles were removed
  2. customthe resulting solids were recrystallized from ethyl acetate-n-hexane

Sources & evidence

ORD record
ord-54cf1da057a54368b92cea4b3f7f4717
Source dataset
uspto-grants-1998_08
Patent number
US05792882

Reaction notes

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