Lithium azide → HCID 20295335, compound

HRID 1389768Notes

Reaction equation

HRID 1389768 reaction equation
[CH:1]([N:3]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH2:11][CH2:12]Br)[CH:5]=[CH:4]1)=[O:2].[N-:14]=[N+:15]=[N-:16].[Li+]>CO>[CH:1]([N:3]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH2:11][CH2:12][N:14]=[N+:15]=[N-:16])[CH:5]=[CH:4]1)=[O:2]

Participants

4

Reactant 2

HCID 88163Lithium azideHCID 20295350HCID 20295350, compound

Product 1

HCID 20295335HCID 20295335, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (E) (2.7 g) in methanol (15 ml), lithium azide (1.65 g) was added. The solution was refluxed for 6 hours and left over night at room temperature. The solvent was removed in vacuo, and the residue was extracted with three 15 ml portions of chloroform to give crude (F) which was purified by chromatography on silica gel with ethyl acetate as eluent. Pure (F) was obtained as a colourless oil. The IR spectrum (chloroform) showed strong bands at 2100 and 1650 cm-1.

Workup

  1. temperatureThe solution was refluxed for 6 hours
  2. waitleft over night at room temperature
  3. customThe solvent was removed in vacuo
  4. extractionthe residue was extracted with three 15 ml portions of chloroform

Sources & evidence

ORD record
ord-916ae71009fd46119cc78e5d80692742
Source dataset
uspto-grants-1981_01
Patent number
US04246262

Reaction notes

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