Carbon Dioxide → 1,7-Octadien-3-ol

HRID 981406Notes

Reaction equation

HRID 981406 reaction equation
C=CC=C.O.C(=O)=[O:7].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH2:28](O)[CH:29]=[CH:30][CH2:31][CH2:32][CH2:33][CH:34]=[CH2:35]>[Pd].C(CC(=O)C)(=O)C.C(CC(=O)C)(=O)C.CN(C)C=O>[CH2:28]=[CH:29][CH:30]([OH:7])[CH2:31][CH2:32][CH2:33][CH:34]=[CH2:35]

Participants

8

Reactant 5

HCID 280Carbon DioxideHCID 962WaterHCID 78451,3-ButadieneHCID 11776TriphenylphosphineHCID 320122,7-Octadien-1-ol

Product 1

HCID 5457381,7-Octadien-3-olYield 12.4%

Reagents, catalysts & solvents 2

HCID 42637714024-61-4CatalystHCID 6228DimethylformamideSolvent

Procedure

A mixture composed of 0.5 mol of 1,3-butadiene, 1 mol of water, 0.6 mol of carbon dioxide, 0.5 milli-mol of bis(acetylacetone) palladium, 2.0 milli-mol of triphenyl phosphine, and 63 ml of dimethylformamide was placed in an electromagnetic induction rotary type autoclave made of stainless steel having an internal volume of 0.3l, and subjected to reaction for three hours at a temperature of 90° C. Analysis of the resulted liquid reaction product through gas chromatography revealed that 0.153 mol of 2,7-octadien-1-ol, and 0.019 mol of 1,7-octadien-3-ol were produced.

Workup

  1. customsubjected to reaction for three hours at a temperature of 90° C
  2. customAnalysis of the resulted liquid reaction product through gas chromatography

Sources & evidence

ORD record
ord-5a542973ab814e619541dc6b54783cb6
Source dataset
uspto-grants-1991_02
Patent number
US04990698

Reaction notes

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