Ammonia → HCID 21522808, compound

HRID 918100Notes

Reaction equation

HRID 918100 reaction equation
[C:1]1([C:7]2([CH2:16][C:17]([OH:19])=O)[O:11][C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[O:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1C=CC=CC=1.P(Cl)(Cl)(Cl)(Cl)Cl.[NH3:32]>CCOCC>[C:1]1([C:7]2([CH2:16][C:17]([NH2:32])=[O:19])[O:11][C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[O:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 241BenzeneHCID 24819Phosphorus pentachlorideHCID 307981,3-Benzodioxole-2-acetic acid, 2-phenyl-

Product 1

HCID 21522808HCID 21522808, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To 22 g. of (2-phenyl-1,3-benzodioxol-2-yl)-acetic acid in 300 cc. of anhydrous benzene, in the cold, 18.1 g. of PCl5 are added. After leaving the mixture for 2 hours to allow the reaction to be completed a cold solution of NH3 in anhydrous ether is added to the mixture, in drops and with shaking. After 12 hours, the mixture is poured onto ice. The organic phase is separated, washed with H2O until neutral, and finally dried with Na2SO4. The solvent is removed under vacuum and the residue is recrystallised from benzene, m.p. 114°-15°C.

Workup

  1. customAfter leaving the mixture for 2 hours
  2. customthe reaction
  3. additionis added to the mixture, in drops
  4. additionthe mixture is poured onto ice
  5. customThe organic phase is separated
  6. washwashed with H2O until neutral, and
  7. dry with materialfinally dried with Na2SO4
  8. customThe solvent is removed under vacuum
  9. customthe residue is recrystallised from benzene, m.p. 114°-15°C.

Sources & evidence

ORD record
ord-cbd1c7f6acc04c8fbfa641abd93e3ca8
Source dataset
uspto-grants-1976_07
Patent number
US03969368

Reaction notes

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