Acetic Anhydride → HCID 20297946, compound

HRID 1389036Notes

Reaction equation

HRID 1389036 reaction equation
[CH2:1]([N:3]([C:7]1[CH:8]=[C:9]([CH:14]=[CH:15][CH:16]=1)[CH2:10][CH2:11][C:12]#[N:13])[CH2:4][CH2:5][OH:6])[CH3:2].[C:17](OC(=O)C)(=[O:19])[CH3:18].C(=O)([O-])[O-].[Na+].[Na+]>C(O)(=O)C>[CH2:1]([N:3]([C:7]1[CH:8]=[C:9]([CH:14]=[CH:15][CH:16]=1)[CH2:10][CH2:11][C:12]#[N:13])[CH2:4][CH2:5][O:6][C:17](=[O:19])[CH3:18])[CH3:2]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 10340Sodium CarbonateHCID 20297948HCID 20297948, compound

Product 1

HCID 20297946HCID 20297946, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 218 parts of 3-(N-ethyl-N-β-hydroxyethylamino)-hydrocinnamonitrile, 100 parts by volume of glacial acetic acid and 115 parts by volume of acetic anhydride was heated under reflux for 4 hours. At the end of the reaction, easily followed by chromatography on thin layers of silica, the product was neutralized with sodium carbonate and 200 parts were decanted of 3-(N-ethyl-N-β-acetoxyethyl-amino)-hydrocinnamonitrile of the formula: ##STR13## in the form of an oil which boiled at 192° C. under 20 mm of mercury.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 4 hours
  3. customAt the end of the reaction
  4. customwere decanted of 3-(N-ethyl-N-β-acetoxyethyl-amino)-hydrocinnamonitrile of the formula

Sources & evidence

ORD record
ord-72ea0201b94448a186bfff883a8bac7e
Source dataset
uspto-grants-1981_01
Patent number
US04243606

Reaction notes

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