Sodium Azide → 3-[4-(Azidoacetyl)phenyl]propionic acid

HRID 2419367Notes

Reaction equation

HRID 2419367 reaction equation
[N-:1]=[N+:2]=[N-:3].[Na+].Cl[CH2:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C:17]([OH:19])=[O:18])=[CH:11][CH:10]=1)=[O:8]>O>[N:1]([CH2:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C:17]([OH:19])=[O:18])=[CH:11][CH:10]=1)=[O:8])=[N+:2]=[N-:3]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 203155713-[4-(Chloroacetyl)phenyl]propionic acid

Product 1

HCID 203156043-[4-(Azidoacetyl)phenyl]propionic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of sodium azide (2.0g.) in water (20ml.) was added to a stirred suspension of 3-[4-(chloroacetyl)phenyl]-propionic acid (5g.) in water (30ml.). After stirring for 16 hours at room temperature, the residual solid was separated, washed with cold water (2 × 10ml.) and dried in vacuo to give 3-[4-(azidoacetyl)phenyl]propionic acid as a white solid, which possessed a characteristic azide absorption in the infra-red spectrum at 2120 cm-1.

Workup

  1. customthe residual solid was separated
  2. washwashed with cold water (2 × 10ml.)
  3. customdried in vacuo

Sources & evidence

ORD record
ord-9d06195dd8264a9694a93f99d4563d00
Source dataset
uspto-grants-1978_08
Patent number
US04105790

Reaction notes

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