Tert-Butylamine → 2-[2-Phenyl-2-(tert.-butylimino)-ethylidene]-pyrrolidine

HRID 1413909Notes

Reaction equation

HRID 1413909 reaction equation
C(O[C:4]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[CH:5][C:6]1[CH2:10][CH2:9][CH2:8][N:7]=1)C.F[B-](F)(F)F.[C:22]([NH2:26])([CH3:25])([CH3:24])[CH3:23]>>[C:11]1([C:4](=[N:26][C:22]([CH3:25])([CH3:24])[CH3:23])[CH:5]=[C:6]2[CH2:10][CH2:9][CH2:8][NH:7]2)[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 6385Tert-ButylamineHCID 867362142-(2-Ethoxy-2-phenyl-ethenyl)-1-pyrroline tetrafluoroborate

Product 1

HCID 1363884282-[2-Phenyl-2-(tert.-butylimino)-ethylidene]-pyrrolidine

Procedure

By heating the solution of 9.1 g (0.03 mole) of 2-(2-ethoxy-2-phenyl-ethenyl)-1-pyrroline-tetrafluoroborate in 50 ml of tert.-butylamine in a closed tube at 105° for 18 hours and processing analogously to Example 1, there is obtained crude 2-[2-phenyl-2-(tert.-butylimino)-ethylidene]-pyrrolidine. The crude base is dissolved in ether, and 2.8 g of methanesulphonic acid is added, whereupon 2-[2-phenyl-2-(tert.-butylimino)-ethylidene]-pyrrolidine-(1:1)-methanesulphonate crystallises out. It melts at 208°-209° (decomposition) after recrystallisation from ethyl acetate.

Sources & evidence

ORD record
ord-2829b8a12ccc41368a6d9150aef03367
Source dataset
uspto-grants-1981_02
Patent number
US04251542

Reaction notes

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