Benzyl Alcohol → HCID 57708186, compound

HRID 1067177Notes

Reaction equation

HRID 1067177 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1C(O)=O.[CH2:14]([OH:21])C1C=CC=CC=1.[C:22]1([CH3:32])[CH:27]=[CH:26][C:25](S(O)(=O)=O)=[CH:24][CH:23]=1.[OH2:33]>C1(C)C=CC=CC=1>[CH2:32]([O:33][C:14](=[O:21])[C:7]1[CH:3]=[C:2]([OH:1])[CH:10]=[CH:9][C:8]=1[N+:11]([O-:13])=[O:12])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

6

Reactant 4

HCID 244Benzyl AlcoholHCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 73185-Nitrosalicylic acid

Product 1

HCID 57708186HCID 57708186, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

40 g (218.4 mmol) of 2-hydroxy-5-nitro-benzoic acid, 236.17 g (2.184 mol) of benzyl alcohol and 1 g of p-toluenesulfonic acid in 1000 ml of toluene are heated for 2 days in a water separator. It is evaporated to dryness and the residue is chromatographed on silica gel (mobile solvent: methylene chloride/hexane/acetone=15:5:1).

Workup

  1. customIt is evaporated to dryness
  2. customthe residue is chromatographed on silica gel (mobile solvent: methylene chloride/hexane/acetone=15:5:1)

Sources & evidence

ORD record
ord-4881ec995f154d0d9007ea4904e4a96e
Source dataset
uspto-grants-2001_06
Patent number
US06248306B1

Reaction notes

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