Hydrochloric Acid → HCID 54356077, compound

HRID 1679151Notes

Reaction equation

HRID 1679151 reaction equation
[CH3:1][C:2]([CH2:9][N+:10]([O-])=O)=[CH:3][CH2:4][O:5][C:6](=[O:8])[CH3:7].N1C=CC=CC=1.P(Cl)(Cl)Cl.Cl>C(Cl)Cl>[CH3:1][C:2]([C:9]#[N:10])=[CH:3][CH2:4][O:5][C:6](=[O:8])[CH3:7]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 24387Phosphorus trichlorideHCID 54340386HCID 54340386, compound

Product 1

HCID 54356077HCID 54356077, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 500 mg. (0.003 m) of acetic acid(3-methyl-4-nitro-2-buten-1-yl)ester in 10 ml. of pyridine was added, under an atmosphere of nitrogen, 8 ml. of a 10% solution of phosphorous trichloride (0.008 m) in methylene chloride. After standing for 1 hour at room temperature the reaction mixture was poured, under cooling, into 3N HCl. The reaction mixture was then extracted with ether, washed with saturated sodium chloride solution and dried over magnesium sulfate. The solvent was then evaporated after filtration of the drying agent. The acetic acid (3-methyl-3-cyano-2-propen-1-yl)-ester obtained as a yellow oily residue was purified via vacuum distillation, b.p. 63°/0.05 mmHg.

Workup

  1. additionthe reaction mixture was poured
  2. extractionThe reaction mixture was then extracted with ether
  3. washwashed with saturated sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was then evaporated
  6. filtrationafter filtration of the drying agent

Sources & evidence

ORD record
ord-bb8e0cb8b04d41ec93ab96c8c0309393
Source dataset
uspto-grants-1978_03
Patent number
US04079076

Reaction notes

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