Potassium Carbonate → HCID 21327264, compound

HRID 614841Notes

Reaction equation

HRID 614841 reaction equation
[CH2:1]([N:8]1[CH:16]=[C:15]2[C:10]([CH:11]=[CH:12][CH:13]=[C:14]2[OH:17])=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:19][CH2:20][CH2:21][OH:22].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:1]([N:8]1[CH:16]=[C:15]2[C:10]([CH:11]=[CH:12][CH:13]=[C:14]2[O:17][CH2:19][CH2:20][CH2:21][OH:22])=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 123083-Bromo-1-propanolHCID 135727064HCID 135727064, compound

Product 1

HCID 21327264HCID 21327264, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 24 g. 2-benzyl-4-hydroxyindazole, 10.4 ml. 3-bromopropan-1-ol and 16 g. potassium carbonate in 100 ml. dimethylformamide is stirred for 30 hours at 70° C. After dilution with methylene chloride, the reaction mixture is filtered with suction, the filtrate is evaporated and the evaporation residue is purified chromatographically on silica gel (elution agent methylene chloride-ethyl acetate 9:1 v/v), 2-benzyl-4-(3-hydroxypropoxy)-indazole being obtained in the form of an oil.

Workup

  1. additionA mixture of 24 g
  2. filtrationAfter dilution with methylene chloride, the reaction mixture is filtered with suction
  3. customthe filtrate is evaporated
  4. customthe evaporation residue is purified chromatographically on silica gel (elution agent methylene chloride-ethyl acetate 9:1 v/v), 2-benzyl-4-(3-hydroxypropoxy)-indazole being
  5. customobtained in the form of an oil

Sources & evidence

ORD record
ord-ac501611675a49b49e33b3d8be5e2685
Source dataset
uspto-grants-1979_03
Patent number
US04146630

Reaction notes

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