Acetic Anhydride → HCID 11357306, compound

HRID 1290275Notes

Reaction equation

HRID 1290275 reaction equation
O[C:2]([C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([O:19][CH3:20])[CH:15]=2)[CH:10]=1)([CH3:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4].C(OC(=O)C)(=O)C>C(O)(=O)C>[CH3:20][O:19][C:14]1[CH:15]=[C:16]2[C:11](=[CH:12][CH:13]=1)[CH:10]=[C:9]([C:2](=[CH2:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH:18]=[CH:17]2

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 10858682HCID 10858682, compound

Product 1

HCID 11357306HCID 11357306, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Ethyl 2-hydroxy-2-(6-methoxynaphth-2-yl)propionate (5,0 g, 18,2 mmol), Dowex HCR-W2 strong acid exchange resin (0,50 g) and acetic anhydride (4,09 g, 40,1 mmol) were added to acetic acid (100 g) and refluxed for 7 hours, cooled and the resin was removed by filtration. Ethyl 2-(6-methoxynaphth-2-yl)acrylate was produced in 64,6% yield and could be used without purification.

Workup

  1. temperaturerefluxed for 7 hours
  2. temperaturecooled
  3. customthe resin was removed by filtration

Sources & evidence

ORD record
ord-22d592a52f7848b89053e4a93f5793e4
Source dataset
uspto-grants-1998_05
Patent number
US05750764

Reaction notes

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