1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 86646305, compound

HRID 1876280Notes

Reaction equation

HRID 1876280 reaction equation
C1(P([N:15]=[N+:16]=[N-:17])(C2C=CC=CC=2)=O)C=CC=CC=1.N12CCCN=C1CCCCC2.[Cl:29][C:30]1[CH:39]=[C:38]2[C:33]([CH:34]=[CH:35][CH:36]=[C:37]2[CH2:40]O)=[CH:32][CH:31]=1>C1(C)C=CC=CC=1>[N:15]([CH2:40][C:37]1[C:38]2[C:33](=[CH:32][CH:31]=[C:30]([Cl:29])[CH:39]=2)[CH:34]=[CH:35][CH:36]=1)=[N+:16]=[N-:17]

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 199401P,P-Diphenylphosphinic azideHCID 68697042HCID 68697042, compound

Product 1

HCID 86646305HCID 86646305, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1.52 ml of Diphenylphosphoryl azide and 1.10 ml of 1,8-diazabicyclo[5.4.0]undec-7-ene are added to 1.3 g of (7-Chloro-naphthalen-1-yl)-methanol in 18 ml of toluene. The mixture obtained is stirred at rt for 1 hour, washed with brine, the organic phase is dried and solvent is evaporated. The residue obtained is purified by flash chromatography on silica gel (eluent: cyclohexane/EtOAc 99/1) to yield the title compound.

Workup

  1. customThe mixture obtained
  2. washwashed with brine
  3. customthe organic phase is dried
  4. customsolvent is evaporated
  5. customThe residue obtained
  6. customis purified by flash chromatography on silica gel (eluent: cyclohexane/EtOAc 99/1)

Sources & evidence

ORD record
ord-b045cfdf220a43718220c8c78611f6a2
Source dataset
uspto-grants-2012_11
Patent number
US08309596B2

Reaction notes

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