Water → HCID 21943916, compound

HRID 2216722Notes

Reaction equation

HRID 2216722 reaction equation
O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[CH3:15]S(O)(=O)=O.C[C:21]1[S:22][CH:23]=[CH:24][C:25]=1[CH3:26].[C:27](O)(=O)[C:28]([CH3:30])=[CH2:29].[OH2:33]>C(Cl)Cl>[CH3:15][C:27]1[S:22][C:23]2[CH2:24][CH:25]([CH3:26])[C:21](=[O:33])[C:29]=2[C:28]=1[CH3:30]

Participants

7

Reactant 5

HCID 962WaterHCID 4093Methacrylic AcidHCID 6395Methanesulfonic AcidHCID 14812Phosphorus oxide (P4O10)HCID 342952,3-Dimethylthiophene

Product 1

HCID 21943916HCID 21943916, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 10 g of P2O5 (0.07 mol) in 100 mL of methanesulfonic acid (1.54 mol) was heated at 80° C. under stirring. A mixture of 2,3-dimethylthiophene (0.27 mol, 30 g) and methacrylic acid (0.35 mol) in 20 mL of CH2Cl2 was added and the resulting reaction mixture was stirred at the same temperature for 1.5 h. Then it was poured into a mixture of ice and water and stirred vigorously. The water layer was extracted with CH2Cl2 (3×50 mL), the organic layers were collected, washed with a 10% aqueous solution of sodium carbonate until neutral pH and finally with water. Then the organic phase was isolated, dried over MgSO4, evaporated off to dryness and distilled in vacuo, b.p. 110° C./1 torr. Yield 10 g (20%).

Workup

  1. additionwas added
  2. customthe resulting reaction mixture
  3. stirringwas stirred at the same temperature for 1.5 h
  4. stirringstirred vigorously
  5. extractionThe water layer was extracted with CH2Cl2 (3×50 mL)
  6. customthe organic layers were collected
  7. washwashed with a 10% aqueous solution of sodium carbonate until neutral pH and finally with water
  8. customThen the organic phase was isolated
  9. dry with materialdried over MgSO4
  10. customevaporated off to dryness
  11. distillationdistilled in vacuo, b.p. 110° C./1 torr

Sources & evidence

ORD record
ord-b8b5458e78854055ab63ef66fdecfb9c
Source dataset
uspto-grants-2006_09
Patent number
US07112638B2

Reaction notes

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