1,3-dibromo-2,2-bis(bromomethyl)propane

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

Procedure: 5 g of pentaerythrityl tetrabromide, 9.5 g of 3-hydroxybenzaldehyde, 11 g of potassium carbonate, and a catalytic amount of sodium iodide were mixed. Thereto was added dimethylformamide, to conduct reaction at 130° C. for 6 hours. After cooled, water was added thereto, and the thus-precipitated crystal was collected by filtration. Dimethylformamide was added to this crystal, and the resultant solution was filtrated. Then, methanol was added to the filtrate, and the precipitated crystal was collected by filtration (yield amount 6.1 g, and yield 85.6%). reaction at 130° C. for 6 hours After cooled the thus-precipitated crystal was collected by filtration Dimethylformamide was added to this crystal the resultant solution was filtrated Then, methanol was added to the filtrate the precipitated crystal was collected by filtration (yield amount 6.1 g, and yield 85.6%)

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

Procedure: 5 g of pentaerythrityl tetrabromide, 9.5 g of 3-hydroxybenzaldehyde, 11 g of potassium carbonate, and a catalytic amount of sodium iodide were mixed. Thereto was added dimethylformamide, to conduct reaction at 130° C. for 6 hours. After cooled, water was added thereto, and the thus-precipitated crystal was collected by filtration. Dimethylformamide was added to this crystal, and the resultant solution was filtrated. Then, methanol was added to the filtrate, and the precipitated crystal was collected by filtration (yield amount 6.1 g, and yield 85.6%). reaction at 130° C. for 6 hours After cooled the thus-precipitated crystal was collected by filtration Dimethylformamide was added to this crystal the resultant solution was filtrated Then, methanol was added to the filtrate the precipitated crystal was collected by filtration (yield amount 6.1 g, and yield 85.6%)

Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Sodium hydride (50% dispersion in mineral oil, 16.10 g. 0.33 mol) was washed twice with hexanes and was suspended in 500 mL of DMF. Then, 3-hydroxymethyl-3-methyloxetane (34.2 g, 0.33 mol) was added dropwise over 45 min while hydrogen gas was evolved and a beige solid precipitated. The mixture was stirred for 30 min and a solution of tetrakis-(bromomethyl)methane (25.0 g, 0.0645 mol) in 250 mL of DMF was added. The mixture was heated to 100° C. for 64 h when 1H NMR analysis of an aliquot showed that the starting halide had been consumed. The mixture was poured into 500 mL of water and extracted with three portions of 200 mL of methylene chloride. The combined organic extracts were washed with 3 portions of 200 mL of water, dried over magnesium sulfate, and evaporated to give an oil. The oil was cooled to -15° C. for 24 h, and the solid that formed was triturated with ether, filtered, and recrystallized from ethanol to give 6.15 g (21.3%) of tetrakis-[(3-methyl-3-oxetanyl)methoxymethyl]methane, mp 108.5°-109.5° C. a beige solid precipitated had been consumed The mixture was poured into 500 mL of water extracted with three portions of 200 mL of methylene chloride The combined organic extracts were washed with 3 portions of 200 mL of water dried over magnesium sulfate evaporated to give an oil The oil was cooled to -15° C. for 24 h the solid that formed was triturated with ether filtered recrystallized from ethanol

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: ) 5.0 g of the known compound 4-(5-heptyl-2-pyrimidyl)phenol are dissolved in 70 ml of dimethyl sulfoxide together with 1.35 g of pentaerythrityl tetrabromide. 15 g of finely powdered potassium carbonate are added, and the mixture is stirred at 80° C. for 16 h. Conventional work-up gives 2.1 g of tetrakis[4-(5-heptyl-2-pyrimidyl)phenyloxymethyl]methane, m.p. 179°.

Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Sodium hydride (50% dispersion in mineral oil, 16.10 g. 0.33 mol) was washed twice with hexanes and was suspended in 500 mL of DMF. Then, 3-hydroxymethyl-3-methyloxetane (34.2 g, 0.33 mol) was added dropwise over 45 min while hydrogen gas was evolved and a beige solid precipitated. The mixture was stirred for 30 min and a solution of tetrakis-(bromomethyl)methane (25.0 g, 0.0645 mol) in 250 mL of DMF was added. The mixture was heated to 100° C. for 64 h when 1H NMR analysis of an aliquot showed that the starting halide had been consumed. The mixture was poured into 500 mL of water and extracted with three portions of 200 mL of methylene chloride. The combined organic extracts were washed with 3 portions of 200 mL of water, dried over magnesium sulfate, and evaporated to give an oil. The oil was cooled to -15° C. for 24 h, and the solid that formed was triturated with ether, filtered, and recrystallized from ethanol to give 6.15 g (21.3%) of tetrakis-[(3-methyl-3-oxetanyl)methoxymethyl]methane, mp 108.5°-109.5° C. a beige solid precipitated had been consumed The mixture was poured into 500 mL of water extracted with three portions of 200 mL of methylene chloride The combined organic extracts were washed with 3 portions of 200 mL of water dried over magnesium sulfate evaporated to give an oil The oil was cooled to -15° C. for 24 h the solid that formed was triturated with ether filtered recrystallized from ethanol

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

Procedure: 5 g of pentaerythrityl tetrabromide, 9.5 g of 3-hydroxybenzaldehyde, 11 g of potassium carbonate, and a catalytic amount of sodium iodide were mixed. Thereto was added dimethylformamide, to conduct reaction at 130° C. for 6 hours. After cooled, water was added thereto, and the thus-precipitated crystal was collected by filtration. Dimethylformamide was added to this crystal, and the resultant solution was filtrated. Then, methanol was added to the filtrate, and the precipitated crystal was collected by filtration (yield amount 6.1 g, and yield 85.6%). reaction at 130° C. for 6 hours After cooled the thus-precipitated crystal was collected by filtration Dimethylformamide was added to this crystal the resultant solution was filtrated Then, methanol was added to the filtrate the precipitated crystal was collected by filtration (yield amount 6.1 g, and yield 85.6%)