HCID 14171628, compound → HCID 21938179, compound

HRID 2054613Notes

Reaction equation

HRID 2054613 reaction equation
[C:1]1([N:7]2[C:11]3[CH:12]=[C:13]([OH:16])[CH:14]=[CH:15][C:10]=3[N:9]=[C:8]2[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CO>[C:1]1([N:7]2[C:11]3[CH:12]=[C:13]([O:16][CH2:11][CH2:12][CH2:13][OH:16])[CH:14]=[CH:15][C:10]=3[N:9]=[C:8]2[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 1

HCID 14171628HCID 14171628, compound

Product 1

HCID 21938179HCID 21938179, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
20 °C

Procedure

0.5 g of 1,2-diphenyl-6-hydroxy-1H-benzimidazole was reacted according to general operating instructions 8 with 3-(bromopropoxy)-tert-butyldimethylsilane. After chromatography on silica gel, it was taken up in 2.5 ml of methanol, 0.4 ml of concentrated-hydrochloric acid was added, and it was allowed to stir for 2 hours at 20° C. It was poured onto saturated aqueous sodium bicarbonate solution, extracted three times with ethyl acetate, the combined extracts were washed with saturated aqueous sodium chloride solution, dried on sodium sulfate and concentrated by evaporation in a vacuum.

Workup

  1. concentration0.4 ml of concentrated-hydrochloric acid
  2. additionwas added
  3. additionIt was poured onto saturated aqueous sodium bicarbonate solution
  4. extractionextracted three times with ethyl acetate
  5. washthe combined extracts were washed with saturated aqueous sodium chloride solution
  6. customdried on sodium sulfate
  7. concentrationconcentrated by evaporation in a vacuum

Sources & evidence

ORD record
ord-12a75452c6a84394a86eac870b870fdc
Source dataset
uspto-grants-2008_02
Patent number
US07329679B2

Reaction notes

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