3-chloro-3H-2-benzofuran-1-one

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 842.5 parts of 3-chlorophthalide and 750 parts of xylene were heated in a stirring vessel with 25.3 parts of a catalyst composed of 5% Pt on charcoal, at 85° C., and 160 liters of hydrogen were fed in hourly. After a reaction time of 13 hours, hydrogen chloride ceased to evolve. The reaction mixture was separated from the catalyst and worked up by distillation. 549 parts of phthalide were obtained, corresponding to 81.9% of the theory. The reaction mixture was separated from the catalyst worked up by distillation

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 824.5 weight parts of 3-chlorophthalide were melted at 85° C. in an autoclave, 25.3 parts of catalyst (5% Pd on BaSo4), and a hydrogen stream of 180 l/h was introduced with vigorous agitation. The excess hydrogen and the hydrogen chloride that evolved were removed as in the above examples. After 81/2 hours, the evolution of hydrogen chloride ceased. The melt was separated from the catalyst. In the distillation that followed, 608 weight-parts of phthalide were obtained (90.7% of the theory) having a content of 99.6% phthalide. 2 hours The melt was separated from the catalyst In the distillation that

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: As described in Example 1, an autoclave is charged with 110 g of 3-chlorophthalide, 5 g of palladium-on-charcoal catalyst (metal content 5%), 54 g of sodium acetate and 400 ml of glacial acetic acid, and treated for 1.5 h with hydrogen at 5 to 10 bars of pressure and 20° to 35° C. After filtration and working up by distillation, 76.5 g of phthalide is obtained, melting point 72°-73° C. (gas-chromatographic analysis 99.35). After filtration working up by distillation

反応条件: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A 1-liter lift magnet autoclave is charged with 110 g of 3-chlorophthalide, 10 g of nickel catalyst RCH 55/10 (commercial product of Farbwerke Hoechst AG) and 400 ml of tetrahydrofuran to which 66 g of triethylamine is added. After purging the air with nitrogen, hydrogen is pumped in to a pressure of 10 bars, and the temperature is raised, with stirring, to 65° C. The hydrogen consumption is compensated by additions in the range between 10 and 20 bars for a period of 41/2 hours. After the absorption of hydrogen ceases, the catalyst and precipitated salt are filtered out and the solvent is withdrawn. After distillation of the residue between 88° and 90° C. and 0.2 Torr, 77.5 g of phthalide is obtained, of a melting point of 71° C. (gas-chromatographic analysis 98.95%). is added After purging the air with nitrogen, hydrogen the temperature is raised The hydrogen consumption After the absorption of hydrogen ceases the catalyst and precipitated salt are filtered out the solvent is withdrawn After distillation of the residue between 88° and 90° C. and 0.2 Torr

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To a solution of butyric acid (1.10 g., 12.5 mmol.) in dimethylformamide (13 ml.) is added triethylamine (1.78 g., 17.6 mmol.) and 3-chlorophthalide (2.10 g., 12.5 mmol.). The reaction mixture is stirred for 8 days, ethyl acetate (40 ml.) is added and the mixture is filtered. The filtrate is washed with 4×15 ml. water, dried over magnesium sulfate, filtered and concentrated in vacuo. Yield 2.28 g. (82.8%). 1H-NMR ppm (CDCl3): 7.93 (dd, J=0.7. 7.5 Hz, 1H), 7.76 (dt, J=1.1, 7.5 Hz, 1H), 7.65 (dt, J=1.0, 8.2 Hz, 1H), 7.58 (dd, J=0.7, 8.2 Hz, 1H), 7.46 (s, 1H), 2.42 (t, J=7.4 Hz, 2H), 1.72 (sextet, J=7.4 Hz, 2H), 0.99 (t, J=7.4 Hz, 3H). the mixture is filtered The filtrate is washed with 4×15 ml water, dried over magnesium sulfate filtered concentrated in vacuo