Methanol → HCID 69637177, compound

HRID 1825736Notes

Reaction equation

HRID 1825736 reaction equation
[CH3:1][O-:2].[Na+].[CH3:4][O:5][C:6]([C:8]1[CH:16]=[C:15]2[C:11]([C:12]([CH:17]=O)=[CH:13][NH:14]2)=[CH:10][CH:9]=1)=[O:7].[CH3:19][OH:20]>>[CH3:4][O:5][C:6]([C:8]1[CH:16]=[C:15]2[C:11]([C:12]([CH:17]=[C:1]3[C:19](=[O:20])[NH:14][C:15]4[CH:16]=[CH:8][CH:9]=[CH:10][C:11]=4[O:2]3)=[CH:13][NH:14]2)=[CH:10][CH:9]=1)=[O:7]

Participants

4

Reactant 3

HCID 887MethanolHCID 735867methyl 3-formyl-1H-indole-6-carboxylateHCID 10942334Sodium Methoxide

Product 1

HCID 69637177HCID 69637177, compound

Procedure

Sodium methoxide (1 g, 0.018 mol) was added in one portion to a mixture of 2-diethylphosphonyl-2H-1,4-benzoxazin-3(4H)-one (3.42 g, 0.012 mol) and 6-methoxycarbonylindol-3-carboxaldehyde (2.55 g, 0.012 mol) in methanol (60 ml). The reaction mixture was refluxed for 21 h, then cooled at room temperature and the precipitated solid was collected by filtration, washed with methanol and dried. Yield 2.78 g (87%) as a mixture of isomers.

Workup

  1. temperatureThe reaction mixture was refluxed for 21 h
  2. filtrationthe precipitated solid was collected by filtration
  3. washwashed with methanol
  4. customdried
  5. additionYield 2.78 g (87%) as a mixture of isomers

Sources & evidence

ORD record
ord-535815379634496ca5bbb1ff000eeeaf
Source dataset
uspto-grants-2006_05
Patent number
US07049312B1

Reaction notes

Loading…