Benzyl Bromide → 1-(1-benzyl-7-methoxy-3,4-dihydro-1H-naphthalen-2-ylidene)-pyrrolidinium bromide

HRID 2170519Notes

Reaction equation

HRID 2170519 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][C:9]([N:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)=[CH:10]2)=[CH:5][CH:4]=1.[CH:18]1[CH:23]=[CH:22][C:21]([CH2:24][Br:25])=[CH:20][CH:19]=1>CC#N>[Br-:25].[CH2:24]([CH:10]1[C:11]2[C:6](=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[CH:12]=2)[CH2:7][CH2:8][C:9]1=[N+:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1)[C:21]1[CH:22]=[CH:23][CH:18]=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 7498Benzyl BromideHCID 122646841-(7-Methoxy-3,4-dihydro-naphthalen-2-yl)-pyrrolidine

Product 1

HCID 710085631-(1-benzyl-7-methoxy-3,4-dihydro-1H-naphthalen-2-ylidene)-pyrrolidinium bromide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a mixture of 1-(7-methoxy-3,4-dihydro-naphthalen-2-yl)-pyrrolidine (320 g, 1.4 mol) in MeCN (1000 mL) was added BnBr (263 g, 1.54 mol) dropwise at room temperature and stirred for 1 h. Then the solvent was evaporated in vacuo to give crude 1-(1-benzyl-7-methoxy-3,4-dihydro-1H-naphthalen-2-ylidene)-pyrrolidinium bromide which was directly used for next step.

Workup

  1. customThen the solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-e3aa4f91dcf643548614d1b618b9f92f
Source dataset
uspto-grants-2015_06
Patent number
US09051280B2

Reaction notes

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