Acetic Acid → HCID 13084482, compound

HRID 1719724Notes

Reaction equation

HRID 1719724 reaction equation
CO[C:3](=[O:21])[CH2:4][N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:6]1=[O:20].C(O)(=O)C.C(OCC)(=O)C.[NH:32]1[CH2:37][CH2:36][O:35][CH2:34][CH2:33]1>>[O:20]=[C:6]1[CH:7]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]1[CH2:4][C:3]([N:32]1[CH2:37][CH2:36][O:35][CH2:34][CH2:33]1)=[O:21]

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 8083MorpholineHCID 8857Ethyl AcetateHCID 53961736HCID 53961736, compound

Product 1

HCID 13084482HCID 13084482, compound

Procedure

11 g of methyl(2,3-dihydro-2-oxo-3-phenyl-1-indolyl)-acetate were dissolved in 50 ml of morpholine and the mixture was heated under nitrogen on a steam bath for 9 hours and then poured into a mixture of glacial acetic acid and ethyl acetate; the aqueous phase was extracted with methylene chloride and the organic phase was dried and concentrated. The crude product was recrystallized from isopropanol. Melting point 153°-154° C.

Workup

  1. temperaturethe mixture was heated under nitrogen on a steam bath for 9 hours
  2. extractionthe aqueous phase was extracted with methylene chloride
  3. customthe organic phase was dried
  4. concentrationconcentrated
  5. customThe crude product was recrystallized from isopropanol

Sources & evidence

ORD record
ord-871392b34ca24022af1052dda7161d9b
Source dataset
uspto-grants-1985_09
Patent number
US04542148

Reaction notes

Loading…