Hydrochloric Acid → HCID 20279807, compound

HRID 1679152Notes

Reaction equation

HRID 1679152 reaction equation
[CH3:1][C:2]([O:9][C:10](=[O:12])[CH3:11])([CH2:5][N+:6]([O-])=O)[CH:3]=[CH2:4].P(Cl)(Cl)Cl.Cl>N1C=CC=CC=1.C(Cl)Cl>[CH3:1][C:2]([O:9][C:10](=[O:12])[CH3:11])([C:5]#[N:6])[CH:3]=[CH2:4]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 24387Phosphorus trichlorideHCID 202797842-Methyl-1-nitrobut-3-en-2-yl acetate

Product 1

HCID 20279807HCID 20279807, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Procedure

30 g. (0.17 m) of acetic acid (3-methyl-4-nitro-1-buten-3-yl)ester was diluted with 600 cc of pyridine. To this was added dropwise a solution of 50 g. (0.32 m) PCl3 in 50 cc of CH2Cl2 over a 1/2 hour period. The mixture was stirred overnight at room temperature. Ice, followed by 600 ml. concentrated HCl, was subsequently added to the reaction mixture. Extraction with ether and chromatographic separation of the crude product yielded acetic acid (3-methyl-3-cyano-1-propen-3-yl)ester as a colorless oil.

Workup

  1. additionTo this was added dropwise a solution of 50 g
  2. extractionExtraction
  3. customwith ether and chromatographic separation of the crude product

Sources & evidence

ORD record
ord-aaf9d79718a94a3189fc0973bae370fc
Source dataset
uspto-grants-1978_03
Patent number
US04079076

Reaction notes

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