Acetyl chloride → HCID 15069311, compound

HRID 1736772Notes

Reaction equation

HRID 1736772 reaction equation
F[C:2](F)(F)[C:3]([OH:5])=[O:4].[CH2:8]([C:12]1[N:16]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[C:25]([C:30]([OH:32])=[O:31])=[CH:26][CH:27]=[CH:28][CH:29]=3)=[CH:20][CH:19]=2)[C:15]2[C:33](O)=[CH:34][CH:35]=[C:36]([CH3:37])[C:14]=2[N:13]=1)[CH2:9][CH2:10][CH3:11].C(Cl)(=O)C>N1C=CC=CC=1>[C:3]([O:5][C:33]1[C:15]2[N:16]([CH2:17][C:18]3[CH:23]=[CH:22][C:21]([C:24]4[C:25]([C:30]([OH:32])=[O:31])=[CH:26][CH:27]=[CH:28][CH:29]=4)=[CH:20][CH:19]=3)[C:12]([CH2:8][CH2:9][CH2:10][CH3:11])=[N:13][C:14]=2[C:36]([CH3:37])=[CH:35][CH:34]=1)(=[O:4])[CH3:2]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 67572215HCID 67572215, compound

Product 1

HCID 15069311HCID 15069311, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

0.55 g (1 mmol) of 4'-[(2-n-butyl-7-hydroxy-4-methyl-benzimidazol-1-yl)-methyl]biphenyl-2-carboxylic acid trifluoroacetate is dissolved in 20 ml of pyridine. 0.5 ml (7 mmol) of acetyl chloride is added dropwise to the mixture at 5° C. with stirring. The mixture is stirred for 1 hour at 5° C. and then for 2 hours at ambient temperature. The pyridine is distilled off in vacuum on a rotary evaporator. The residue is mixed with water and filtered under suction. After washing with water, it is dried at 50° C. in vacuum.

Workup

  1. stirringThe mixture is stirred for 1 hour at 5° C.
  2. distillationThe pyridine is distilled off in vacuum on a rotary evaporator
  3. additionThe residue is mixed with water
  4. filtrationfiltered under suction
  5. washAfter washing with water, it
  6. customis dried at 50° C. in vacuum

Sources & evidence

ORD record
ord-4030f7133d4c4bf180a976486b43cec8
Source dataset
uspto-grants-1996_07
Patent number
US05541229

Reaction notes

Loading…