Dicyclopentadiene → HCID 59559136, compound

HRID 659811Notes

Reaction equation

HRID 659811 reaction equation
[CH2:1]=[C:2]([CH2:5][CH2:6][CH3:7])[CH:3]=[O:4].[CH2:8]1[CH:12]2[CH:13]3C=CC([CH:11]2C=[CH:9]1)C3>>[CH2:5]([C:2]1([CH:3]=[O:4])[CH2:11][CH:12]2[CH2:13][CH:1]1[CH:9]=[CH:8]2)[CH2:6][CH3:7]

Participants

3

Reactant 2

HCID 6492DicyclopentadieneHCID 706092-Methylenepentanal

Product 1

HCID 59559136HCID 59559136, compoundYield 44.9%

Conditions

Temperature
170 °C

Procedure

2-Methylene pentanal (302 g) and dicyclopentadiene (244 g) were loaded into a 2-L autoclave. The autoclave was sealed and heated to 170° C. The reaction was monitored by Gas Chromatography (“GC”) analysis, which showed the completion after 3 hours. The reaction was cooled to room temperature. The crude product was purified by distillation to yield 2-propylbicyclo[2.2.1]hept-5-ene-2-carbaldehyde (136 g).

Workup

  1. customThe autoclave was sealed
  2. customafter 3 hours
  3. temperatureThe reaction was cooled to room temperature
  4. distillationThe crude product was purified by distillation

Sources & evidence

ORD record
ord-7f73bcad4e404475af5ba45a780d13ae
Source dataset
uspto-grants-2011_12
Patent number
US08080691B2

Reaction notes

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