Ethyl Acetate → 2-(1-methoxyethyl)-1H-1,3-benzodiazole

HRID 1923205Notes

Reaction equation

HRID 1923205 reaction equation
Cl[CH:2]([C:4]1[NH:8][C:7]2[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=2[N:5]=1)[CH3:3].C[O-].[Na+].C[CH2:17][O:18]C(C)=O>CO>[CH3:17][O:18][CH:2]([C:4]1[NH:8][C:7]2[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=2[N:5]=1)[CH3:3]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 43472862-(1-Chloro-ethyl)-1H-benzoimidazoleHCID 10942334Sodium Methoxide

Product 1

HCID 450784722-(1-methoxyethyl)-1H-1,3-benzodiazole

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

2-(1-chloroethyl)-1H-benzo[d]imidazole (0.39 g) and 25 wt % solution of Sodium Methoxide in Methanol (0.96 mL) in 10 mL of Methanol was heated for 20 minutes at 150° C. in a microwave synthesizer. The reaction mixture was extrated with EtOAc and sat NH4 chloride. The organic layer was dried, filtered and concentrated to afford crude 2-(1-methoxyethyl)-1H-benzo[d]imidazole in quantitative yield.

Workup

  1. customThe organic layer was dried
  2. filtrationfiltered
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-5a84b492db65445dbcbbe1cdd8baa3d1
Source dataset
uspto-grants-2012_05
Patent number
US08173650B2

Reaction notes

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