Potassium bisulfate → HCID 11357306, compound

HRID 1290276Notes

Reaction equation

HRID 1290276 reaction equation
OS([O-])(=O)=O.[K+].O[C:8]([C:15]1[CH:24]=[CH:23][C:22]2[C:17](=[CH:18][CH:19]=[C:20]([O:25][CH3:26])[CH:21]=2)[CH:16]=1)([CH3:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10]>C1(C)C=CC=CC=1>[CH3:26][O:25][C:20]1[CH:21]=[C:22]2[C:17](=[CH:18][CH:19]=1)[CH:16]=[C:15]([C:8](=[CH2:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:24]=[CH:23]2

Participants

4

Reactant 2

HCID 516920Potassium bisulfateHCID 10858682HCID 10858682, compound

Product 1

HCID 11357306HCID 11357306, compoundYield 15,678.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of freshly fused KHSO4 (2,50 g, 18 mmol), ethyl 2-hydroxy-2-(6-methoxynaphth-2-yl)propionate (0,60 g, 2,19 mmol), butylated hydroxytoluene (0,007 g) and toluene was refluxed for 22 hours. The mixture was filtered hot and the residue was washed with hot dichloromethane (3×30 ml). The solvent was removed and the crude oil was submitted to flash chromatography on silica gel, giving ethyl 2-(6-methoxynaphth-2-yl)acrylate (0,088 g, 16%) as a white solid.

Workup

  1. temperaturewas refluxed for 22 hours
  2. filtrationThe mixture was filtered hot
  3. washthe residue was washed with hot dichloromethane (3×30 ml)
  4. customThe solvent was removed

Sources & evidence

ORD record
ord-0018f51c83b7469aa2cec9fe8200c063
Source dataset
uspto-grants-1998_05
Patent number
US05750764

Reaction notes

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