1-chloropropan-2-ol

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 1-hydroxy-1-p-tolylethylphosphonous acid (0.2 g., 0.01M), 1-chloro-2-propanol (0,094 g., 0.01M) and dimethylaminopyridine (0.01 g) are stirred in tetrahydrofuran (5 ml.) at 5° C. Dicyclohexylcarbodiimide (0.23 g., 0.001M) is added portionwise over 1 hour. On completion of the reaction (monitored by 31P NMR) ether (10 ml) is added and the dicylohexylurea formed is filtered off. Evaporation of the filtrate gives an oil which is purified by chromatography on silica using 5% methanol in chloroform as eluant. There is obtained 1-chloromethylethyl (1-hydroxy-1-p-tolylethyl)phosphinate. is added

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 44.2 g of 4-phenyl-1(2H)-isoquinolone and 55.2 g of potassium carbonate were mixed with 250 ml of dimethylformamide, and the mixture was heated at 110° C. to 120° C. for 2 hours. Thereafter, 35 g of 70% 1-chloro-2-propanol was added dropwise to the mixture, and then the resulting mixture was stirred and heated for 5 hours. After allowing the mixture to cool, the reaction mixture was poured into ice-water, and the precipitated crystals were collected by filtration, washed with water and then dried. The crystals were recrystallized from a mixture of methanol and diethyl ether to obtain 45.2 g (81% yield) of 2-(2-hydroxypropyl)-4-phenyl-1(2H)-isoquinolone having a melting point of 162° C. as colorless needles. the mixture was heated at 110° C. to 120° C. for 2 hours heated for 5 hours to cool the precipitated crystals were collected by filtration washed with water dried The crystals were recrystallized from a mixture of methanol and diethyl ether

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: This compound was prepared starting from Compound 7 by reduction of the oxopropyl group according to the method described in Example 2, or by alkylation of 3-ethyl-7-(5,6-isopropylidenedioxyhexyl)-xanthine with 1-chloro-propan-2-ol according to the procedure as described in Example 1. This compound was prepared