(Z)-Ethyl 2-chloro-2-(hydroxyiMino)acetate synthesis
- Product Name:(Z)-Ethyl 2-chloro-2-(hydroxyiMino)acetate
- CAS Number:95080-93-6
- Molecular formula:C4H6ClNO3
- Molecular Weight:151.55
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Yield: 76%
Reaction Conditions:
with hydrogenchloride;sodium nitrite in water at 0; for 0.916667 h;
Steps:
215.2
To a solution of glycine ester hydrochloride (2 g, 14 mmol) in 3 mL water was added cone. HCI (1.2 mL). Upon completion of addition, the resulting solution was cooled to -5 °C and then a solution of sodium nitrite (1 g, 14 mmol) in water (1.4 mL) was added. The resulting mixture was stirred at 0 °C for 10 min and then another solution of sodium nitrite (1 g, 14 mmol) in water (1.4 mL) was added. The resulting mixture was stirred at 0 °C for 45 min. At the conclusion of this period, a brine solution was added. The reaction mixture was extracted with ether, dried and evaporated under reduced pressure to yield (Z)-ethyl 2-chloro-2- (hydroxyimino)acetate (1.6 g, 76 %), was taken to the next step immediately without further purification.
References:
BRISTOL-MYERS SQUIBB COMPANY;JOHNSON, James A.;LLOYD, John;FINLAY, Heather;JIANG, Ji;NEELS, James;DHONDI, Naveen Kumar;GUNAGA, Prashantha;BANERJEE, Abhisek;ADISECHAN, Ashokkumar WO2011/28741, 2011, A1 Location in patent:Page/Page column 350
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