Water → HCID 12803422, compound

Temperature

0 °C

Phenacyl bromide (199 g.), in 400 ml. of chloroform, is added over 1/2 hour to a mixture of 2-methoxyethylamine (82 g) and triethylamine (152 g.) in 200 ml. of chloroform at 0° C. The mixture is stirred for two hours at 0°-10° C. Water (400 ml.) is added and the organic layer is separated and washed with another 400 ml. of water. The chloroform layer is cooled to 0° C. with an ice bath and glacial acetic acid (72 g.) potassium cyanate (89 g.) and methanol (100 ml.) are added. The mixture is refluxed for ninety minutes, cooled and washed with saturated sodium bicarbonate solution, and the organic layer is dried over anhydrous sodium sulfate and then concentrated to give a semisolid. Trituration with 300 ml of ether and filtration gives the title product as a yellow crystal; m.p. 152°-154° C.

1. customat 0° C
2. customthe organic layer is separated
3. washwashed with another 400 ml
4. additionglacial acetic acid (72 g.) potassium cyanate (89 g.) and methanol (100 ml.) are added
5. temperatureThe mixture is refluxed for ninety minutes
6. temperaturecooled
7. washwashed with saturated sodium bicarbonate solution
8. dry with materialthe organic layer is dried over anhydrous sodium sulfate
9. concentrationconcentrated
10. customto give a semisolid
11. filtrationTrituration with 300 ml of ether and filtration

ORD record

ord-add380c4c62e4d2ea556bd3849492353

Source dataset

uspto-grants-1978_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04087611