Pyrrolidine → (E)-1-(4-bromo-2-nitrostyryl)pyrrolidine

HRID 593422Notes

Reaction equation

HRID 593422 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1.[NH:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1.[CH3:17]OC(OC)N(C)C>>[Br:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:17]/[N:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1

Participants

4

Reactant 3

HCID 31268PyrrolidineHCID 78373Dimethylformamide dimethyl acetalHCID 1235464-Bromo-2-nitrotoluene

Product 1

HCID 10913500(E)-1-(4-bromo-2-nitrostyryl)pyrrolidine

Procedure

A solution of 4-bromo-2-nitrotoluene (100 g, 463 mmol), pyrrolidine (46.2 mL, 565 mmol), and N,N-dimethylformamide dimethylacetal (75.6 mL, 565 mmol) was refluxed for 4 hours at

Sources & evidence

ORD record
ord-fedbb09e7477404eb57e50e8f2acf982
Source dataset
uspto-grants-2016_01
Patent number
US09242964B2

Reaction notes

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