chloromethyl dodecanoate

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: 2.49 g (0.01 mol) chloromethyl n-dodecanoate and 1.12 g (0.01 mol) quinuclidine were mixed and allowed to react together at room temperature for 48 hrs. Anhydrous ether was added to the mixture and the mixture was triturated in anhydrous ether overnite. The solid was isolated by filtration under a nitrogen atmosphere and thoroughly washed with anhydrous ether. After drying in vacuo over calcium sulfate at room temperature, 2.1 g (0.006 mol), 17 was obtained as a white solid, mp 170°-172°; ir (KBr) 2960, 2930, 1765, 1470, 1120, 1090, 860 and 830 cm-1 ; pmr (CDCl3) δ 5.8 (s, 2H), 3.9 (t, 6H), 2.5 (t, 2H), 2.2 (m, 7H), 1.3 (bs, 18H) and 0.9 (t, 3H) ppm. to react together at room temperature for 48 hrs the mixture was triturated in anhydrous ether overnite The solid was isolated by filtration under a nitrogen atmosphere thoroughly washed with anhydrous ether After drying in vacuo over calcium sulfate at room temperature 2.1 g (0.006 mol), 17 was obtained as a white solid, mp 170°-172°

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

Procedure: A mixture of 2.49 g (0.01 mol) chloromethyl n-dodecanoate and 0.82 g (0.01 mol) 1-methylimidazole were mixed and heated together at 90° for 3 hrs. On cooling to room temperature, anhydrous ether overnite. The solid was isolated by filtration under a nitrogen atmosphere and thoroughly washed with anhydrous ether. After drying in vacuo over calcium sulfate at room temperature, 2.4 g (0.007 mol), 70%, 10 was obtained as a white solid, mp 60°-63°; ir (KBr) 3400, 3110, 2960, 2920, 1750, 1470, 1140 and 770 cm-1 ; pmr (CDCl3) δ 10.8 (s, 1H), 8.0 (d, 2H), 6.4 (s, 2H), 4.2 (s, 3H), 2.4 (t, 2H), 1.4 (bs, 18H) and 0.9 (bt, 3H) ppm. were mixed heated together at 90° for 3 hrs The solid was isolated by filtration under a nitrogen atmosphere thoroughly washed with anhydrous ether After drying in vacuo over calcium sulfate at room temperature 2.4 g (0.007 mol), 70%, 10 was obtained as a white solid, mp 60°-63°

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

Procedure: 2.49 g (0.01 mol) chloromethyl n-dodecanoate and 1.12 g (0.01 mol) quinuclidine were mixed and allowed to react together at room temperature for 48 hrs. Anhydrous ether was added to the mixture and the mixture was triturated in anydrous ether overnite. The solid was isolated by filtration under a nitrogen atmosphere and thoroughly washed with anhydrous ether. After drying in vacuo over calcium sulfate at room temperature, 2.1 g (0.006 mol), 17 was obtained as a white solid, mp 170°-172°; ir (KBr) 2960, 2930, 1765, 1470, 1120, 1090, 860 and 830 cm-1 ; pmr (CDCl3) δ 5.8 (s, 2H), 3.9 (t, 6H), 2.5 (t, 2H), 2.2 (m, 7H), 1.3 (bs, 18H) and 0.9 (t, 3H) ppm. to react together at room temperature for 48 hrs the mixture was triturated in anydrous ether overnite The solid was isolated by filtration under a nitrogen atmosphere thoroughly washed with anhydrous ether After drying in vacuo over calcium sulfate at room temperature 2.1 g (0.006 mol), 17 was obtained as a white solid, mp 170°-172°

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

Procedure: A mixture of 2.49 g (0.01 mol) chloromethyl n-dodecanoate and 0.82 g (0.01 mol) 1-methylimidazole were mixed and heated together at 90° for 3 hrs. On cooling to room temperature, anhydrous ether was added to the mixture and the mixture was triturated in anhydrous ether overnite. The solid was isolated by filtration under a nitrogen atmosphere and thoroughly washed with anhydrous ether. After drying in vacuo over calcium sulfate at room temperature, 2.4 g (0.007 mol), 70%, 10 was obtained as a white solid, mp 60°-63°; ir (KBr) 3400, 3110, 2960, 2920, 1750, 1470, 1140 and 770 cm-1 ; pmr (CDCl3) δ 10.8 (s, 1H), 8.0 (d, 2H), 6.4 (s, 2H), 4.2 (s, 3H), 2.4 (t, 2H), 1.4 (bs, 18H) and 0.9 (bt, 3H) ppm. were mixed heated together at 90° for 3 hrs the mixture was triturated in anhydrous ether overnite The solid was isolated by filtration under a nitrogen atmosphere thoroughly washed with anhydrous ether After drying in vacuo over calcium sulfate at room temperature 2.4 g (0.007 mol), 70%, 10 was obtained as a white solid, mp 60°-63°

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

Procedure: 2.49 g (0.01 mol) chloromethyl n-dodecanoate and 1.12 g (0.01 mol) quinuclidine were mixed and allowed to react together at room temperature for 48 hrs. Anhydrous ether was added to the mixture and the mixture was triturated in anydrous ether overnite. The solid was isolated by filtration under a nitrogen atmosphere and thoroughly washed with anhydrous ether. After drying in vacuo over calcium sulfate at room temperature, 2.1 g (0.006 mol), 17 was obtained as a white solid, mp 170°-172°; ir (KBr) 2960, 2930, 1765, 1470, 1120, 1090, 860 and 830 cm-1 ; pmr (CDCl3) δ 5.8 (s, 2H), 3.9 (t, 6H), 2.5 (t, 2H), 2.2 (m, 7H), 1.3 (bs, 18H) and 0.9 (t, 3H) ppm. to react together at room temperature for 48 hrs the mixture was triturated in anydrous ether overnite The solid was isolated by filtration under a nitrogen atmosphere thoroughly washed with anhydrous ether After drying in vacuo over calcium sulfate at room temperature 2.1 g (0.006 mol), 17 was obtained as a white solid, mp 170°-172°

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

Procedure: A mixture of 2.49 g (0.01 mol) chloromethyl n-dodecanoate and 0.82 g (0.01 mol) 1-methylimidazole were mixed and heated together at 90° for 3 hrs. On cooling to room temperature, anhydrous ether was added to the mixture and the mixture was triturated in anhydrous ether overnite. The solid was isolated by filtration under a nitrogen atmosphere and thoroughly washed with anhydrous ether. After drying in vacuo over calcium sulfate at room temperature, 2.4 g (0.007 mol), 70%, 10 was obtained as a white solid, mp 60°-63°; ir (KBr) 3400, 3110, 2960, 2920, 1750, 1470, 1140 and 770 cm-1 ; pmr (CDCl3) δ 10.8 (s, 1H), 8.0 (d, 2H), 6.4 (s, 2H), 4.2 (s, 3H), 2.4 (t, 2H), 1.4 (bs, 18H) and 0.9 (bt, 3H) ppm. were mixed heated together at 90° for 3 hrs the mixture was triturated in anhydrous ether overnite The solid was isolated by filtration under a nitrogen atmosphere thoroughly washed with anhydrous ether After drying in vacuo over calcium sulfate at room temperature 2.4 g (0.007 mol), 70%, 10 was obtained as a white solid, mp 60°-63°

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

Procedure: In 100 ml of dimethylacetamide were dissolved 19.51 g (0.15 mol) of 5-fluorouracil and 75.90 g (0.75 mol) of triethylamine. To this mixture was added dropwise at room temperature 41.05 g (0.165 mol) of chloromethyl laurate and the mixture was reacted together for 20 hours. After completion of the reaction, the triethylamine and dimethylacetamide were removed by distillation and the residue was poured into 400 ml of water. The mixture was stirred, filtered and washed with water whereby crystals were obtained which were then recrystallized from 200 ml of ethanol to obtain 38.06 g of 1-lauroyloxymethyl-5-fluorouracil having a melting point of 113.7~114.2° C. in a yield of 74.2%. the mixture was reacted together for 20 hours After completion of the reaction the triethylamine and dimethylacetamide were removed by distillation the residue was poured into 400 ml of water filtered washed with water whereby crystals were obtained which were then recrystallized from 200 ml of ethanol

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

Procedure: In 100 ml of dimethylacetamide were dissolved 19.51 g (0.15 mol) of 5-fluorouracil and 75.90 g (0.75 mol) of triethylamine. To this mixture was added dropwise at room temperature 41.05 g (0.165 mol) of chloromethyl laurate and the mixture was reacted together for 20 hours. After completion of the reaction, the triethylamine and dimethylacetamide were removed by distillation and the residue was poured into 400 ml of water. The mixture was stirred, filtered and washed with water whereby crystals were obtained which were then recrystallized from 200 ml of ethanol to obtain 38.06 g of 1-lauroyloxymethyl-5-fluorouracil having a melting point of 113.7~114.2° C. in a yield of 74.2%. the mixture was reacted together for 20 hours After completion of the reaction the triethylamine and dimethylacetamide were removed by distillation the residue was poured into 400 ml of water filtered washed with water whereby crystals were obtained which were then recrystallized from 200 ml of ethanol

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

Procedure: 2.49 g (0.01 mol) chloromethyl n-dodecanoate and 1.12 g (0.01 mol) quinuclidine were mixed and allowed to react together at room temperature for 48 hrs. Anhydrous ether was added to the mixture and the mixture was triturated in anydrous ether overnite. The solid was isolated by filtration under a nitrogen atmosphere and thoroughly washed with anhydrous ether. After drying in vacuo over calcium sulfate at room temperature, 2.1 g (0.006 mol), 17 was obtained as a white solid, mp 170°-172°; ir (KBr) 2960, 2930, 1765, 1470, 1120, 1090, 860 and 830 cm-1 ; pmr (CDCl3) δ 5.8 (s, 2H), 3.9 (t, 6H), 2.5 (t, 2H), 2.2 (m, 7H), 1.3 (bs, 18H) and 0.9 (t, 3H) ppm. to react together at room temperature for 48 hrs the mixture was triturated in anydrous ether overnite The solid was isolated by filtration under a nitrogen atmosphere thoroughly washed with anhydrous ether After drying in vacuo over calcium sulfate at room temperature 2.1 g (0.006 mol), 17 was obtained as a white solid, mp 170°-172°

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

Procedure: A mixture of 2.49 g (0.01 mol) chloromethyl n-dodecanoate and 0.82 g (0.01 mol) 1-methylimidazole were mixed and heated together at 90° for 3 hrs. On cooling to room temperature, anhydrous ether was added to the mixture and the mixture was triturated in anhydrous ether overnite. The solid was isolated by filtration under a nitrogen atmosphere and thoroughly washed with anhydrous ether. After drying in vacuo over calcium sulfate at room temperature, 2.4 g (0.007 mol), 70%, 10 was obtained as a white solid, mp 60°-63°; ir (KBr) 3400, 3110, 2960, 2920, 1750, 1470, 1140 and 770 cm-1 ; pmr (CDCl3) δ 10.8 (s, 1H), 8.0 (d, 2H), 6.4 (s, 2H), 4.2 (s, 3H), 2.4 (t, 2H), 1.4 (bs, 18H) and 0.9 (bt, 3H) ppm. were mixed heated together at 90° for 3 hrs the mixture was triturated in anhydrous ether overnite The solid was isolated by filtration under a nitrogen atmosphere thoroughly washed with anhydrous ether After drying in vacuo over calcium sulfate at room temperature 2.4 g (0.007 mol), 70%, 10 was obtained as a white solid, mp 60°-63°