Benzyl Bromide → HCID 178419242, compound

HRID 888271Notes

Reaction equation

HRID 888271 reaction equation
[CH2:1]([Br:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:9]([N:15]1[CH:19]=[CH:18][N:17]=[CH:16]1)[N:10]1[CH:14]=[CH:13][N:12]=[CH:11]1>O1CCCC1>[Br-:8].[Br-:8].[CH2:1]([N+:17]1[CH:18]=[CH:19][N:15]([CH2:9][N:10]2[CH:14]=[CH:13][N+:12]([CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[CH:11]2)[CH:16]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7498Benzyl BromideHCID 134811N,N-Diimidazoylmethane

Product 1

HCID 178419242HCID 178419242, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2 ml of benzyl bromide in 8 ml of tetrahydrofuran are added to 0.0034 mol of 1,1′-methylenediimidazole 4 in an ACE pressure tube, and the mixture is stirred at room temperature for 4 days. The precipitated solid is washed with tetrahydrofuran and then taken up in acetonitrile, admixed once again with 1 ml of benzyl bromide and stirred at 60° C. for 24 hours, at room temperature for 3 days and at 80° C. for a further 30 hours. The resulting solid is filtered off, washed again with tetrahydrofuran and dried. This forms a white solid 19.

Workup

  1. washThe precipitated solid is washed with tetrahydrofuran
  2. stirringstirred at 60° C. for 24 hours, at room temperature for 3 days and at 80° C. for a further 30 hours
  3. filtrationThe resulting solid is filtered off
  4. washwashed again with tetrahydrofuran
  5. customdried

Sources & evidence

ORD record
ord-3744816714614c909b076a135904bc3d
Source dataset
uspto-grants-2012_08
Patent number
US08247574B2

Reaction notes

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