HCID 69319734, compound → HCID 11703329, compound

HRID 2117967Notes

Reaction equation

HRID 2117967 reaction equation
[C:1]([CH:9]1[C:13](=[O:14])[N:12](C2C=CC=CC=2)[C:11]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[C:10]1[C:27]([O:29]CC)=[O:28])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO>[C:2]1([C:1]2[O:29][C:27](=[O:28])[C:10]3[C:9]=2[C:13](=[O:14])[N:12]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:11]=3[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 69319734HCID 69319734, compound

Product 1

HCID 11703329HCID 11703329, compoundYield 103.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
200 °C

Procedure

Benzoyl pyrrolinone ester 17 (74 mg) was irradiated with microwave radiation (at 300 Watts) without solvent, heating to 200° C. for 10 minutes. The crude product was then allowed to cool, methanol was added and the solid filtered off and washed with methanol. This gave the furopyrrole 18 as an orange solid (34 mg, 52%), m.p 230-232° C. (lit. [H. Langhals, T. Grundei, T. Potrawa, K. Polborn, Liebigs Ann. Chem., 1996, 679] 230-232° C.). δH (CDCl3) 8.48-8.42 (2H, m, Ar—H) and 7.61-7.20 (13H, m, Ar—H)

Workup

  1. temperatureto cool
  2. filtrationthe solid filtered off
  3. washwashed with methanol

Sources & evidence

ORD record
ord-62b2f6ce98b04d5ca5b510cb56b27662
Source dataset
uspto-grants-2008_10
Patent number
US07442804B2

Reaction notes

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