Ethanol → HCID 9798977, compound

HRID 1275703Notes

Reaction equation

HRID 1275703 reaction equation
[C:1]([C:4]1[O:8][C:7]([C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:11]([CH2:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:10]=2)=[CH:6][CH:5]=1)([OH:3])=[O:2].[CH2:26](O)[CH3:27].C1(C)C=CC=CC=1.S(=O)(=O)(O)O>O>[CH2:26]([O:2][C:1]([C:4]1[O:8][C:7]([C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:11]([CH2:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:10]=2)=[CH:6][CH:5]=1)=[O:3])[CH3:27]

Participants

6

Reactant 4

HCID 702EthanolHCID 1118Sulfuric AcidHCID 1140TolueneHCID 9884037HCID 9884037, compound

Product 1

HCID 9798977HCID 9798977, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.8 g (2.4 mmol) of 3-(5-carboxy-2-furyl)-1-(2-phenylethyl)indazole were admixed with 25 ml of ethanol, 150 ml of toluene and 2 ml of conc. sulfuric acid and heated on a water separator for 3 h. Silica gel chromatography using dichloromethanelhexane (2:1) of the residue that was obtained after concentration using a rotary evaporator gave 400 mg (46%) of the title compound.

Workup

  1. customwas obtained
  2. concentrationafter concentration
  3. customa rotary evaporator

Sources & evidence

ORD record
ord-91470d73357849fe8550a7d68d325ab9
Source dataset
uspto-grants-2000_12
Patent number
US06162819

Reaction notes

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