Trifluoroacetic acid → OR 1246

HRID 2395718Notes

Reaction equation

HRID 2395718 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[C:9]=1[OH:10])[CH2:5]O.F[C:15](F)(F)[C:16]([OH:18])=O>CC(=O)CC(=O)C>[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[C:9]=1[OH:10])[CH2:5][CH:9]([C:16](=[O:18])[CH3:15])[C:2](=[O:1])[CH3:3]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 189903745-(Hydroxymethyl)-3-nitrobenzene-1,2-diol

Product 1

HCID 5486944OR 1246

Reagents, catalysts & solvents 1

HCID 31261AcetylacetoneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture containing 6.0 g of 3,4-dihydroxy-5-nitrobenzyl-alcohol and 1.0 ml of trifluoroacetic acid in 70 ml of 2,4-pentanedione was heated for 20 h at 100° C. The solvents were evaporated in vacuo and the residue was crystallized from 2-propanol. Yield 3.0 g, mp 118°-128° C.

Workup

  1. customThe solvents were evaporated in vacuo
  2. customthe residue was crystallized from 2-propanol

Sources & evidence

ORD record
ord-b906176e5b4e45df93cfcee4a7a42686
Source dataset
uspto-grants-1996_02
Patent number
US05489614

Reaction notes

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