Acrolein → HCID 20383997, compound

HRID 1447509Notes

Reaction equation

HRID 1447509 reaction equation
[CH3:1]/[CH:2]=[C:3](/[CH:5]=[CH:6]/[CH:7]=[C:8]([CH3:10])[CH3:9])\[CH3:4].[CH:11]([CH:13]=C)=[O:12].[CH3:15]C(C1C=C(O)C=CC=1OC)(C)C.CC(C1C=C(OC)C=CC=1O)(C)C>>[CH3:4][C:3]1[CH:2]([CH3:15])[CH2:1][CH:13]([CH:11]=[O:12])[CH:6]([CH:7]=[C:8]([CH3:10])[CH3:9])[CH:5]=1

Participants

4

Reactant 3

HCID 7847AcroleinHCID 24667HCID 24667, compoundHCID 53688212,4,6-Octatriene, 2,6-dimethyl-, (4E,6E)-

Product 1

HCID 20383997HCID 20383997, compoundYield 70%

Procedure

554 g of allo-ocimene (85% 4E, 6Z; 15% 4E, 6E) and 224 g of acrolein were placed in a stainless steel vessel which is equipped to withstand a high internal pressure at elevated temperatures. 1 gm of embanox, a polymerisation inhibitor, was added. The air in the vessel was displaced with nitrogen and the vessel was closed. The temperature was raised to 165°-170° C. and maintained in the range for 6 hours. The maximum pressure recorded was 150 psi. The reaction mixture was then distilled and a mixture of four isomeric aldehydes collected which represented a 70% yield of the desired product. The percentages of adducts were determined by GLC to be as follows: ##STR6##

Workup

  1. customwhich is equipped
  2. customthe vessel was closed
  3. temperatureThe temperature was raised to 165°-170° C.
  4. temperaturemaintained in the range for 6 hours
  5. distillationThe reaction mixture was then distilled
  6. additiona mixture of four isomeric aldehydes
  7. customcollected which

Sources & evidence

ORD record
ord-f61b5331ff794008a1b63236e291d783
Source dataset
uspto-grants-1979_12
Patent number
US04177170

Reaction notes

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