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Amination of diene hydrocarbons 1. Preparation of N-(2,3-dimethylenebutyl)morpholine by telomerization of propadiene

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The telomerization of propadiene by morpholine in the presence of palladium chloride and triphenylphosphine leads mainly to the formation of conjugated alkadienylmorpholine CH3C(CH2)C(CH2)CH2NC4H8O. Allylmorpholine, nonaminated propadiene oligomers, and high-molecular-weight products are formed together with (2,3-dimethylenebutyl)morpholine, with the composition of the products depending on the ratio of propadiene to morpholine.

  2. 2.

    Allylmorpholine is not an intermediate reaction product, and the formation of it and (2,3-dimethylenebutyl)morpholine occurs as a result of parallel reactions.

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    B. P. Krymov, S. S. Zhukovskii, A. M. Taber, I. M. Zel'dis, I. V. Kalechits, V. é. Vasserberg & S. P. Chernykh

  2. All-Union Scientific-Research Institute of Organic Synthesis, Moscow

    B. P. Krymov, S. S. Zhukovskii, A. M. Taber, I. M. Zel'dis, I. V. Kalechits, V. é. Vasserberg & S. P. Chernykh

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  1. B. P. Krymov
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  2. S. S. Zhukovskii
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  3. A. M. Taber
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  4. I. M. Zel'dis
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  5. I. V. Kalechits
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  6. V. é. Vasserberg
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  7. S. P. Chernykh
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2111–2114, September, 1982.

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Krymov, B.P., Zhukovskii, S.S., Taber, A.M. et al. Amination of diene hydrocarbons 1. Preparation of N-(2,3-dimethylenebutyl)morpholine by telomerization of propadiene. Russ Chem Bull 31, 1863–1866 (1982). https://doi.org/10.1007/BF00952390

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  • DOI: https://doi.org/10.1007/BF00952390

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