HCID 54280592, compound → HCID 53843061, compound

HRID 326773Notes

Reaction equation

HRID 326773 reaction equation
[CH2:1]([Li])[CH2:2][CH2:3][CH3:4].C([Mg]Br)C.[O:10]([C:17]1[CH:18]=[C:19]([CH:26]=[CH:27][CH:28]=1)[CH:20]=[C:21]1[CH2:25][CH2:24][N:23]=[CH:22]1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>CCCCCC.C1COCC1>[CH2:1]([CH:22]1[C:21](=[CH:20][C:19]2[CH:26]=[CH:27][CH:28]=[C:17]([O:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH:18]=2)[CH2:25][CH2:24][NH:23]1)[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 3

HCID 54280592HCID 54280592, compoundHCID 178418339ButyllithiumHCID 178418443HCID 178418443, compound

Product 1

HCID 53843061HCID 53843061, compoundYield 44%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8058HexaneSolvent

Procedure

In a similar manner as Example 62 except for using 18 ml of a solution of 1.6M n-butyllithium in hexane instead of 10 ml of the solution of 3N ethyl magnesiumbromide in THF for reacting with 3-(m-phenoxybenzylidene)-1-pyrroline, 3.2 g (yield 44%) of 2-n-butyl-3-(m-phenoxybenzylidene)-pyrrolidine was obtained.

Sources & evidence

ORD record
ord-c19b8862765a480cadd55b07bc69a2a3
Source dataset
uspto-grants-1993_12
Patent number
US05270339

Reaction notes

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