HCID 13066689, compound → HCID 13066714, compound

HRID 1164060Notes

Reaction equation

HRID 1164060 reaction equation
CO[C:3]1[C:8]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:16][C:17]([OH:19])=[O:18].OC1C(OC2C=CC=CC=2)=CC=CC=1CC(O)=O>C(OC(=O)C)(=O)C.I>[O:9]([C:8]1[C:3]2[O:19][C:17](=[O:18])[CH2:16][C:4]=2[CH:5]=[CH:6][CH:7]=1)[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

5

Reactant 2

HCID 13066689HCID 13066689, compoundHCID 20513503HCID 20513503, compound

Product 1

HCID 13066714HCID 13066714, compoundYield 51.6%

Reagents, catalysts & solvents 2

HCID 7918Acetic AnhydrideSolvent2×HCID 24841Hydrogen iodideSolvent

Procedure

A solution of 2-(2-methoxy-3-phenoxyphenyl)acetic acid (2.1 g) in acetic anhydride (10 ml) and hydriodic acid (55-58%, 20 ml) were treated in a similar manner to that of Example 10-(7). To the resultant oily residue containing 2-(2-hydroxy-3-phenoxyphenyl)acetic acid was added acetic anhydride (5 ml), and the mixture was refluxed under heating for 30 minutes and then evaporated. The oily residue (1.5 g) was purified by column chromatography (silica gel, benzene) and crystallization from ethanol to give 7-phenoxy-2,3-dihydrobenzofuran-2-one (950 mg). mp 60°-61° C.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 30 minutes
  3. customevaporated
  4. customThe oily residue (1.5 g) was purified by column chromatography (silica gel, benzene) and crystallization from ethanol

Sources & evidence

ORD record
ord-97db403bd6334e0da91beeaae9e1b7e5
Source dataset
uspto-grants-1983_01
Patent number
US04367238

Reaction notes

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