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Butyl Acetate → HCID 18764693, compound

HRID 1279669
Notes
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Reaction equation

HRID 1279669 reaction equation
[NH2:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[C:3]([OH:5])=[O:4].[C:15](OCCCC)(=[O:17])[CH3:16]>>[C:15]([NH:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[C:3]([OH:5])=[O:4])(=[O:17])[CH3:16]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 31272Butyl AcetateHCID 307922Aminoundecanoic acid

Product 1

HCID 18764693HCID 18764693, compound

Procedure

20.1 parts of aminoundecanoic acid and 116.2 parts of butyl acetate were placed in a reactor equipped with a thermometer, a thermostat, a stirrer and a condenser, and allowed to react at 120° C. for 8 hours while azeotropically distilling off butanol. Further, 58.1 parts of butyl acetate was added, and allowed to react at 120° C. for 3 hours. Butanol and excess butyl acetate were distilled off under reduced pressure, thus giving an acetoamidoundecanoic acid. Then, 48.6 parts of the obtained acetoamidoundecanoic acid, 345 parts of dodecanoic diacid and 326.4 parts of acetic anhydride were placed in a reactor equipped with a thermometer, a thermostat, a stirrer and a condenser, and heated to 170° C. with stirring while distilling off acetic acid. After the distillation of acetic acid ceased, pressure was reduced to 30 mmHg at 170° C., followed by cooling the reaction mixture, thus giving an acid anhydride (a-4).

Workup

  • customequipped with a thermometer
  • customto react at 120° C. for 8 hours
  • distillationwhile azeotropically distilling off butanol
  • additionFurther, 58.1 parts of butyl acetate was added
  • customto react at 120° C. for 3 hours
  • distillationButanol and excess butyl acetate were distilled off under reduced pressure
  • Sources & evidence

    ORD record
    ord-0ffa13a1da754e0a820d87d39899ebce
    Source dataset
    uspto-grants-2002_09
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US06448345B1

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes