Glycine → N-Diphenylacetylglycine

0.7506 Gram (0.01 mole) of glycine and 2.1 ml. (0.015 mole) of triethylamine were added to 5.5 ml. of water. To the resulting mixture was added a solution of 3.8549 g. (0.011 mole) of benzhydroxy 4,6-dimethylpyrimidyl-2-thiolcarbonate in 11 ml. of dioxane, and the mixture was reacted overnight under stirring at room temperature. After completion of the reaction, the reaction liquid was charged with 50 ml. of water and washed twice with 30 ml. of ethyl acetate. Subsequently, the aqueous phase was adjusted, under cooling to 0°C., to pH 2 by addition of 15 ml. of a cold 5N aqueous hydrochloric acid solution, and then extracted once with 30 ml. of ethyl acetate and twice with 15 ml. of ethyl acetate. Thereafter, the ethyl acetate phases were united together, washed twice with 15 ml. of a cold aqueous hydrochloric acid solution and twice with 30 ml. of a saturated aqueous sodium chloride solution, and dried over anhydrous sodium sulfate, and then the ethyl acetate was removed by distillation to obtain 2.731 g. of crude N-benzhydroxycarbonyl glycine in yield of 95.7 %. When recrystallized from an ether-petroleum ether solvent, the product showed a melting point of 113° to 115°C.

1. additionTo the resulting mixture was added a solution of 3.8549 g
2. customAfter completion of the reaction
3. customthe reaction liquid
4. additionwas charged with 50 ml
5. washof water and washed twice with 30 ml
6. temperatureunder cooling to 0°C., to pH 2 by addition of 15 ml
7. extractionof a cold 5N aqueous hydrochloric acid solution, and then extracted once with 30 ml
8. washwashed twice with 15 ml
9. dry with materialof a saturated aqueous sodium chloride solution, and dried over anhydrous sodium sulfate
10. customthe ethyl acetate was removed by distillation
11. customto obtain 2.731 g
12. customWhen recrystallized from an ether-petroleum ether solvent

ORDレコード

ord-6dbf09149d0340bba14689c3e0a9a9fd

出典データセット

uspto-grants-1976_01

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US03932375