Process for the production of 2,3-dihydroergolines

Details Process for the production of 2,3-dihydroergolines Process for the production of 2,3-dihydroergolines

1985-03-28

1987-09-22

Daus, Donald G.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546 67, 546 68, C07D48706

Patent

active

046956352

ABSTRACT:
2-bromoergolines can be reduced in good yields, without dimerization as determined by NMR product analysis, to the corresponding 2,3-dihydroergolines under otherwise conventional reducing conditions by introducing 2-bromoergolines, together with sodium borohydride, into trifluoroacetic acid under cooling to prevent the reaction mixture from rising above ambient temperature.

REFERENCES:
Gribble, et al., "Reactions of Sodium Borohydride in Acidic Media I.," J.A.C.S. 96, (1974) pp. 7812-7814.
Groves, et al., "Dehalogenations with Sodium Borohydride, . . . " J.A.C.S. 96, (1974) pp. 6527-6529.
Okolobdzija, et al., New Synthesis of 2-(2',2',2'-Trifluoroethyl)-Amino-5-Chlorobenzophenone . . . ", Chem. Abst. 94: 121481(g) (1981).
Rolla, Franco, "Sodium Borohydride Reductions Under Phase Transfer Conditions, . . . ", J. Org. Chem. 46 (1981) pp. 3909-3911.
"Dimerization of Ergot Derivatives", Tetrahedron Let. pp. 3315-3316, 1973, N. J. Bach and E. C. Kornfeld.

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