Acetic Anhydride → HCID 54039008, compound

HRID 128173Notes

Reaction equation

HRID 128173 reaction equation
[C:1]([CH2:9][C:10]#[N:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:12]([O:14][C:15](OCC)(OCC)[CH2:16][CH3:17])C.C(OC(=O)C)(=O)C>>[C:1]([C:9](=[C:15]([O:14][CH3:12])[CH2:16][CH3:17])[C:10]#[N:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 64799BenzoylacetonitrileHCID 66995Ethyl orthopropionate

Product 1

HCID 54039008HCID 54039008, compound

Procedure

A solution containing 30 g. of benzoylacetonitrile, 36.4 g. of triethylorthopropionate and 57 g. of acetic anhydride is heated in an oil bath at 130° for 3 hours. The ethanol and excess acetic anhydride is distilled off and the residue is diluted with chloroform. The chloroform solution is passed quickly through Magnesol® and concentrated, then cooled to produce the title product. Similarly prepared is 2-benzoyl-3-methoxy-2-hexenonitrile and 2-benzoyl-3-methoxy-2-heptenonitrile.

Workup

  1. additionA solution containing 30 g
  2. distillationThe ethanol and excess acetic anhydride is distilled off
  3. additionthe residue is diluted with chloroform
  4. concentrationconcentrated
  5. temperaturecooled

Sources & evidence

ORD record
ord-f7c4956936af43d793c406cfa7a1a11f
Source dataset
uspto-grants-1981_03
Patent number
US04259256

Reaction notes

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