Reaction equation
CN1C2C(=CC=CC=2)C=C1C(OC)=O.[CH3:15][N:16]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[C:17]1[C:25](=[O:30])[CH:26](SC)[OH:27]>>[CH3:15][N:16]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[C:17]1[C:25]([CH:26]=[O:27])=[O:30]Participants
3
Procedure
By the method of Preparations 4 to 6, methyl N-methylindole-2-carboxylate was converted, 2-(N-methyl-2-indolyl)-2-oxo-1-(methylthio)ethanol. The latter (31.21 g., 0.13 mol) was converted to present title product according to Preparation 7, except that the combined filtrate and CHCl3 washes was simply washed 1×120 ml. saturated NaHCO3 and 1×120 ml. H2O, dried and stripped to an oil which was chromatographed on silica gel with 4:1 CH2Cl2 :ethyl acetate as eluant to yield purified hydrate of title product as an oil. On distillation (bp 130°/0.65) title product was obtained as a solid, 10.5 g.; 1H-nmr 4.06 (s, 3H), 7.45 (m, 5H), 9.57 (s, 1H).
Sources & evidence
- ORD record
- ord-a0707e89391144e1a2318afa3e80a129
- Source dataset
- uspto-grants-1988_08
- Patent number
- US04762921
Linked notes
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