Diethyl Ether → HCID 178524284, compound

HRID 344080Notes

Reaction equation

HRID 344080 reaction equation
[OH:1][C:2]1[N:6]([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]3[C:15]([C:20]([O:22]C(C)(C)C)=[O:21])=[CH:16][CH:17]=[CH:18][CH:19]=3)=[CH:10][CH:9]=2)[C:5]2[CH:27]=[CH:28][CH:29]=[CH:30][C:4]=2[N:3]=1.FC(F)(F)C(O)=O.C(OCC)C>C(Cl)Cl>[OH:1][C:2]1[N:6]([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]3[C:15]([C:20]([OH:22])=[O:21])=[CH:16][CH:17]=[CH:18][CH:19]=3)=[CH:10][CH:9]=2)[C:5]2[CH:27]=[CH:28][CH:29]=[CH:30][C:4]=2[N:3]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6422Trifluoroacetic acidHCID 178450662HCID 178450662, compound

Product 1

HCID 178524284HCID 178524284, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.9 g (2.25 mmol) of tert.butyl 4'-[(2-hydroxybenzimidazol-1-yl)-methyl]biphenyl-2-carboxylate are dissolved in 10 ml of methylene chloride and treated with 10 ml of trifluoroacetic acid. The solution is stirred for 2 hours at ambient temperature and then evaporated to dryness on a rotary evaporator. The oily residue is dissolved in 50 ml of methylene chloride and extracted by shaking twice using water. The organic phase is dried using magnesium sulphate and evaporated to dryness. The crystalline residue thus obtained is mixed with a small amount of diethylether, filtered under suction and dried in vacuum at 50° C.

Workup

  1. customevaporated to dryness on a rotary evaporator
  2. dissolutionThe oily residue is dissolved in 50 ml of methylene chloride
  3. extractionextracted
  4. stirringby shaking twice using water
  5. customThe organic phase is dried
  6. customevaporated to dryness
  7. customThe crystalline residue thus obtained
  8. filtrationfiltered under suction
  9. customdried in vacuum at 50° C.

Sources & evidence

ORD record
ord-cb55617472284f77b9ceec5874b03dd5
Source dataset
uspto-grants-1999_01
Patent number
US05864043

Reaction notes

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