Acetone → 63289-53-2

HRID 2373745Notes

Reaction equation

HRID 2373745 reaction equation
[Cl-].[N+:2]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11]C(O)=O)=[CH:7][CH:6]=1)([O-:4])=[O:3].[N-:15]=[N+]=[N-].[Na+].C[C:20](C)=[O:21]>C(Cl)(Cl)Cl>[N+:2]([C:5]1[CH:6]=[CH:7][C:8]([CH2:11][N:15]=[C:20]=[O:21])=[CH:9][CH:10]=1)([O-:4])=[O:3]

Participants

6

Reactant 4

HCID 180AcetoneHCID 312ChlorideHCID 4661(4-Nitrophenyl)acetic acidHCID 33557Sodium Azide

Product 1

HCID 1114804863289-53-2

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
0 °C

Procedure

The chloride of 4-nitrophenylacetic acid in solution in dry acetone (7.5 ml) is slowly added to an aqueous solution of 0.75 g (11.5 mmoles) of sodium azide, cooled down to 0° C. Agitation of the medium is maintained for one hour after the addition is completed, at 0-5° C. The reaction medium is then diluted with 30 ml of chloroform, decanted and the organic phase washed with water (20 ml) followed by a saturated solution of sodium chloride (20 ml). After drying over sodium sulphate, the organic solution is filtered and partly concentrated ( 20 ml) under vacuum.

Workup

  1. temperatureAgitation of the medium is maintained for one hour
  2. additionafter the addition
  3. customis completed, at 0-5° C
  4. customdecanted
  5. washthe organic phase washed with water (20 ml)
  6. dry with materialAfter drying over sodium sulphate
  7. filtrationthe organic solution is filtered
  8. concentrationpartly concentrated ( 20 ml) under vacuum

Sources & evidence

ORD record
ord-1fc09a25608b4159a1c3731460a9dabc
Source dataset
uspto-grants-2008_12
Patent number
US07459558B2

Reaction notes

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