Indoline → HCID 20066535, compound

HRID 358568Notes

Reaction equation

HRID 358568 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.[C:10]1(=O)[CH2:15][CH2:14][CH2:13][C:12](=[O:16])[CH2:11]1>>[N:1]1([C:10]2[CH2:15][CH2:14][CH2:13][C:12](=[O:16])[CH:11]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 10328IndolineHCID 104341,3-Cyclohexanedione

Product 1

HCID 20066535HCID 20066535, compoundYield 75.7%

Procedure

A mixture of indoline (5.39 g) and cyclohexane-1,3-dione (5.07 g) was heated at ca. 150° for 7 h. After cooling, the mixture was purified by FCC eluting with ethyl acetate: methanol (10:1) to give a solid (7.30 g) which was recrystallised from ethyl acetate: ether (ca. 4:1) to give the title compound (5.08 g), m.p. 85°-86°.

Workup

  1. temperaturewas heated at ca. 150° for 7 h
  2. temperatureAfter cooling
  3. customthe mixture was purified by FCC
  4. washeluting with ethyl acetate: methanol (10:1)

Sources & evidence

ORD record
ord-76c88fd054cb440bb31b985143973526
Source dataset
uspto-grants-1991_03
Patent number
US04997831

Reaction notes

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