تفاعل #2468023
ord-bd97b84e6d7045a19546339bbf3e0cd5
معادلة التفاعل
ethyl 2-(hydroxyamino)-2-iminoacetate
triethylorthoformate
→
title compound
المردود 83.7%
Ethyl 1,2,4-oxadiazole-3-carboxylate
المردود 83.7%
ظروف التفاعل
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1درجة الحرارةIt was heated for 90 minutes
- 2تركيزThe reaction mixture was concentrated under reduced pressure
- 3workup.DISSOLUTIONthe residue dissolved in chloroform
- 4غسيلThe resulting organic layer was washed with aqueous hydrochloric acid 2N (2×80 mL), aqueous sodium bicarbonate 4% (1×80 mL) and water (2×80 mL), it
- 5تجفيفwas dried over anhydrous sodium sulphate
- 6أخرىthe solvent removed under reduced pressure
الإجراء التجريبي
To a suspension of ethyl 2-(hydroxyamino)-2-iminoacetate (3 g, 22.71 mmol) in triethylorthoformate (14 mL, 84.08 mmol) was added boron trifluoride diethyl etherate (0.144 mL, 1.14 mmol). It was heated for 90 minutes. The reaction mixture was concentrated under reduced pressure and the residue dissolved in chloroform. The resulting organic layer was washed with aqueous hydrochloric acid 2N (2×80 mL), aqueous sodium bicarbonate 4% (1×80 mL) and water (2×80 mL), it was dried over anhydrous sodium sulphate and the solvent removed under reduced pressure to yield the title compound (2.70 g, 79%) as a yellow oil.