4-Bromobenzyl bromide → HCID 21914487, compound

HRID 2421359Notes

Reaction equation

HRID 2421359 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[CH:4][CH:3]=1.[F:10][C:11]1([F:17])[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1>CN(C)C=O>[F:10][C:11]1([F:17])[CH2:16][CH2:15][N:14]([CH2:6][C:5]2[CH:8]=[CH:9][C:2]([Br:1])=[CH:3][CH:4]=2)[CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 685274-Bromobenzyl bromideHCID 27583524,4-Difluoropiperidine

Product 1

HCID 21914487HCID 21914487, compoundYield 87.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-Bromobenzyl bromide (1.55 g) and 4,4-difluoropiperidine (1.50 g) were stirred in dimethylformamide (30 ml) for 18 h. The mixture was partitioned between diethyl ether (40 ml) and water (40 ml). The aqueous phase was extracted further with ether (40 ml) and the combined organic phases were washed with water (50 ml), dried (MgSO4) and concentrated in vacuo to give the product as a white crystalline solid (1.57 g). 2

Workup

  1. customThe mixture was partitioned between diethyl ether (40 ml) and water (40 ml)
  2. extractionThe aqueous phase was extracted further with ether (40 ml)
  3. washthe combined organic phases were washed with water (50 ml)
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c302b326dd7e4ebfb4bfd38501338ea0
Source dataset
uspto-grants-2011_06
Patent number
US07956084B2

Reaction notes

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