Ethyl bromoacetate → HCID 14101257, compound

Temperature

7.5 °C

3-Aminopropan-1-ol (154 g; 2.05 mol) is cooled to −5° C. Ethyl bromoacetate (143.6 g: 817 mmol) is added dropwise over a period of 1.5 hours maintaining the temperature around 5-10° C. The stirring is continued for 10 minutes. LC-MS showed that all ethyl bromoactetate has reacted. Then water (570 ml) is added to the reaction mixture. The aqueous mixture is washed three times with ethylacetate (3 times 140 ml). The combined organic phases are back extracted with water (2 times 140 ml). The aqueous phases are combined and saturated with sodium chloride (255 g). The aqueous solution is extracted with methylene chloride (6 times 750 ml). The combined organic phases are dried over sodium sulfate and the solvent is removed under reduced pressure. A yellow oil is obtained (83 g; yield 63%)

1. customhas reacted
2. washThe aqueous mixture is washed three times with ethylacetate (3 times 140 ml)
3. extractionThe combined organic phases are back extracted with water (2 times 140 ml)
4. extractionThe aqueous solution is extracted with methylene chloride (6 times 750 ml)
5. dry with materialThe combined organic phases are dried over sodium sulfate
6. customthe solvent is removed under reduced pressure
7. customA yellow oil is obtained (83 g; yield 63%)

ORD record

ord-a2b0a9c4530d4726862a97db3b834e54

Source dataset

uspto-grants-2014_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08877961B2