Acetic Anhydride → 1-Nonen-1-yl acetate

HRID 1657937Notes

Reaction equation

HRID 1657937 reaction equation
[CH:1](=[O:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[C:11](OC(=O)C)(=[O:13])[CH3:12].C([O-])(=O)C.[K+]>>[C:11]([O:10][CH:1]=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])(=[O:13])[CH3:12]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 31289NonanalHCID 517044Potassium Acetate

Product 1

HCID 537118371-Nonen-1-yl acetate

Procedure

A mixture of one mole of nonanal, 2.5 moles of acetic anhydride, and 15 g. of anhydrous potassium acetate is refluxed for one hour and cooled. Excess acid is removed by a 2X wash with water, followed by 5% sodium carbonate wash to give 1-nonen-1-yl acetate as a relatively pure oil.

Workup

  1. temperaturecooled
  2. customExcess acid is removed by a 2X
  3. washwash with water
  4. washwash

Sources & evidence

ORD record
ord-d28257bab0434f4d86b4b04a0ed7e4d2
Source dataset
uspto-grants-1976_06
Patent number
US03962321

Reaction notes

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