Methacrylic Acid → HCID 57679344, compound

HRID 492221Notes

Reaction equation

HRID 492221 reaction equation
[CH3:1][C:2]1[S:3][CH:4]=[CH:5][C:6]=1[C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9][CH:8]=1.[C:17](O)(=[O:21])[C:18]([CH3:20])=[CH2:19].CS(O)(=O)=O.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>ClCCl>[CH3:1][C:2]1[S:3][C:4]2[C:17](=[O:21])[CH:18]([CH3:20])[CH2:19][C:5]=2[C:6]=1[C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 4093Methacrylic AcidHCID 17964848HCID 17964848, compoundHCID 86584057Phosphorus Pentoxide-Methanesulfonic Acid

Product 1

HCID 57679344HCID 57679344, compoundYield 77.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 5 g of 2-methyl-3-naphthalen-1-ylthiophene (0.022 mol) and 2.1 ml of methacrylic acid (0.025 mol) was added within 15 minutes at 80° C. to 125 ml of Eaton's reagent. After a further 5 minutes, the reaction mixture was poured into ice-water and the precipitated product was dissolved by adding 300 ml of dichloromethane. The organic phase was removed, washed with a saturated aqueous solution of sodium hydrogencarbonate and dried over magnesium sulfate. After removing the solvent, 5 g of product (2) were obtained which, according to GC analysis, was present as a single isomer in 99% purity.

Workup

  1. dissolutionthe precipitated product was dissolved
  2. customThe organic phase was removed
  3. washwashed with a saturated aqueous solution of sodium hydrogencarbonate
  4. dry with materialdried over magnesium sulfate
  5. customAfter removing the solvent

Sources & evidence

ORD record
ord-f5c28d8f28be4351bcb4f50f4793da75
Source dataset
uspto-grants-2009_05
Patent number
US07531672B2

Reaction notes

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