Sulfuric Acid → HCID 59139223, compound

HRID 2061107Notes

Reaction equation

HRID 2061107 reaction equation
S(=O)(=O)(O)O.[C:6]1([CH:13]=[CH:12][CH:11]=[C:9]([OH:10])[CH:8]=1)[OH:7].C([O:16][C:17](=O)[CH:18]([CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([N+:29]([O-:31])=[O:30])[C:24]=1[F:32])[C:19](=O)[CH3:20])C>O>[F:32][C:24]1[C:25]([N+:29]([O-:31])=[O:30])=[CH:26][CH:27]=[CH:28][C:23]=1[CH2:22][C:18]1[C:17](=[O:16])[O:7][C:6]2[CH:8]=[C:9]([OH:10])[CH:11]=[CH:12][C:13]=2[C:19]=1[CH3:20]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 5054ResorcinolHCID 58232217HCID 58232217, compound

Product 1

HCID 59139223HCID 59139223, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Concentrated sulfuric acid (21.5 mL) was added at 0° C. to a mixture of resorcinol (14.8 g, 135 mmol) and 2-(2-fluoro-3-nitrobenzyl)-3-oxobutanoic acid ethyl ester (38.2 g, 135 mmol), and the reaction mixture was stirred at room temperature overnight. The reaction mixture was then poured into water, and the solid was filtered off. It was washed with water and methanol to yield the title compound (28.3 g, 64%) as a pale yellow powder.

Workup

  1. filtrationthe solid was filtered off
  2. washIt was washed with water and methanol

Sources & evidence

ORD record
ord-1514985332d44ae297ecb8ef19247b14
Source dataset
uspto-grants-2012_10
Patent number
US08278465B2

Reaction notes

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