Methyl Ethyl Ketone → HCID 18417282, compound

HRID 991020Notes

Reaction equation

HRID 991020 reaction equation
[CH2:1]([C:5]1[CH2:9][CH:8]=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].[C:10]([OH:14])(=[O:13])C=C.[CH2:15](C(C)=O)[CH3:16]>>[CH2:1]([C:5]12[CH2:9][CH:8]([CH:15]=[CH:16]1)[CH2:7][CH:6]2[C:10]([OH:14])=[O:13])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 3

HCID 6569Methyl Ethyl KetoneHCID 6581Acrylic AcidHCID 102598n-Butyl cyclopentadiene

Product 1

HCID 18417282HCID 18417282, compound

Procedure

n-Butylcyclopentadiene (12.22 g: 100 mmol) was dissolved in methyl ethyl ketone (10 mL), to which acrylic acid (7.93 g: 110 mmol) was added dropwise at 0° C. over 1 hour. The thus-obtained mixture was stirred at room temperature for 3 hours. Light components, such as the solvent and unreacted acrylic acid, were then distilled off under reduced pressure from the reaction mixture, whereby n-butyl-5-norbornene-2-carboxylic acid (15.9 g: 82 mmol) was obtained.

Workup

  1. additionwas added dropwise at 0° C. over 1 hour
  2. distillationLight components, such as the solvent and unreacted acrylic acid, were then distilled off under reduced pressure from the reaction mixture

Sources & evidence

ORD record
ord-79276492963c4c329ae1c0e0bc6ecb85
Source dataset
uspto-grants-2002_10
Patent number
US06462158B1

Reaction notes

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