Water → HCID 20074904, compound

HRID 703779Notes

Reaction equation

HRID 703779 reaction equation
[C:1]1(=[N:13]O)[C:8]2[C:7]3[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=3[O:5][C:4]=2[CH2:3][CH2:2]1.[OH2:15]>>[C:1]1(=[O:15])[C:8]2[C:7]3[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=3[O:5][C:4]=2[CH2:3][CH2:2][NH:13]1

Participants

3

Reactant 2

HCID 962WaterHCID 86744515HCID 86744515, compound

Product 1

HCID 20074904HCID 20074904, compound

Procedure

A mixture of 2,3-dihydro-1H-cyclopent a[b]benzofuran-1-one oxime (1.0g) and polyphosphoric acid (ca.2 ml) was heated at 110° for 5h. Water (100 ml) was added and the suspension was extracted with ethyl acetate (3×50 ml). The combined extracts were dried and evaporated to give a solid (ca.325 mg) which was purified by FCC eluting with System B (1:1) to give the title compound, m.p. 158°-161°.

Workup

  1. temperaturewas heated at 110° for 5h
  2. extractionthe suspension was extracted with ethyl acetate (3×50 ml)
  3. customThe combined extracts were dried
  4. customevaporated
  5. customto give a solid (ca.325 mg) which
  6. customwas purified by FCC
  7. washeluting with System B (1:1)

Sources & evidence

ORD record
ord-0d34fa9ac6ad4d4ba8063d05a214e173
Source dataset
uspto-grants-1991_01
Patent number
US04985422

Reaction notes

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