Butyric Acid → HCID 5363297, compound

HRID 2398669Notes

Reaction equation

HRID 2398669 reaction equation
[CH2:1]=[CH:2][C:3]([CH2:6][CH2:7][CH:8]=[C:9]([CH3:11])[CH3:10])([CH3:5])O.C([O:14][C:15](OCC)([O:17]CC)[CH3:16])C.[C:23](O)(=O)[CH2:24]CC>C(O)C>[CH3:23][CH2:24][CH:1]([O:17][C:15]([CH3:16])=[O:14])/[CH:2]=[C:3](/[CH2:6][CH2:7][CH:8]=[C:9]([CH3:11])[CH3:10])\[CH3:5]

Participants

5

Reactant 3

HCID 264Butyric AcidHCID 6549LinaloolHCID 66221Triethyl orthoacetate

Product 1

HCID 5363297HCID 5363297, compoundYield 92.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

154 Grams of linalool (3.7-dimethyl-1,6-octadien-3-ol), 324 g of 1,1,1-triethoxy ethane and 4.6 g of butyric acid are placed in a three-necked flask having 500 ml of inner capacity, and reacted for 8 hours with stirring under heating at 140° to 145° C. and with removal of ethanol formed during the reaction. The liquid reaction product is directly distilled to remove the low boiling material such as butyric acid, whereby the unreacted 1,1,1-triethoxy ethane is recovered. The residue is distilled under high vacuum to give the ethyl geranyl acetate as a distillate boiling at 120° to 122° C./3.3 mm Hg. The yield is 92.6%.

Workup

  1. customreacted for 8 hours
  2. customformed during the reaction
  3. customThe liquid reaction product
  4. distillationis directly distilled
  5. customto remove the low boiling material such as butyric acid, whereby the unreacted 1,1,1-triethoxy ethane
  6. customis recovered
  7. distillationThe residue is distilled under high vacuum

Sources & evidence

ORD record
ord-7f399ddf49c4437daba15868cc6bab95
Source dataset
uspto-grants-1977_05
Patent number
US04025539

Reaction notes

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