Benzyl Alcohol → HCID 67725415, compound

HRID 1488653Notes

Reaction equation

HRID 1488653 reaction equation
C([C:5]1[N:9]2C([C:14]3[CH:19]=[CH:18][C:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4C4NN=NN=4)=[CH:16][CH:15]=3)CC=C[C:8]2=[CH:7][N:6]=1)CCC.[CH2:31]([OH:38])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1.C1C(=O)N(Br)C(=O)C1>C(Cl)(Cl)Cl>[C:32]1([CH2:31][O:38][C:5]2[NH:6][CH:7]=[CH:8][N:9]=2)[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1.[C:17]1([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:18]=[CH:19][CH:14]=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 244Benzyl AlcoholHCID 67184N-bromobutanimideHCID 178441589HCID 178441589, compound

Product 1

HCID 67725415HCID 67725415, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 203 mg (0.318 mmol) of biphenyl bicyclic imidazole (trityl protected Example 11) and 200 μL (1.9 mmol) of benzyl alcohol in 0.5 mL of anhydrous chloroform was added 57 mg (0.32 mmol) of NBS in one portion. The resulting orange-red solution was stirred at room temperature for 2 hours, and the reaction mixture was washed with aqueous sodium bisulfite, water,and brine. The combined extracts were dried (MgSO4) and concentrated in vacuo. The residue was used directly in the subsequent Step 2 without further purification.

Workup

  1. washthe reaction mixture was washed with aqueous sodium bisulfite, water,and brine
  2. dry with materialThe combined extracts were dried (MgSO4)
  3. concentrationconcentrated in vacuo
  4. customThe residue was used directly in the subsequent Step 2 without further purification

Sources & evidence

ORD record
ord-7553b2229cb84dfc8e7dffc9b8b4a8be
Source dataset
uspto-grants-1997_10
Patent number
US05674879

Reaction notes

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