Bromoacetyl bromide → n-Butyl-n-propoxy-bromoacetamide

Temperature

-20 °C

The salt of Example 538B (0.60 g) was dissolved in acetonitrile (5 mL) and cooled to −20° C. Hünig's base (5.5 mL) was added slowly. Bromoacetyl bromide (0.5 mL) was added dropwise over five minutes. The solution was stirred at −20° C. for 30 minutes. The bath was removed and the solution was stirred for six hours at room temperature. The solvent was removed in vacuo and the residue taken up in EtOAc (50 mL) and washed with water (1×25 mL), 1N phosphoric acid (3×25 mL), and brine (1×25 mL). The organic layer was dried with sodium sulfate and evaporated to give a dark orange oil (0.65 g) which was used without further purification.

1. customThe bath was removed
2. stirringthe solution was stirred for six hours at room temperature
3. customThe solvent was removed in vacuo
4. washwashed with water (1×25 mL), 1N phosphoric acid (3×25 mL), and brine (1×25 mL)
5. dry with materialThe organic layer was dried with sodium sulfate
6. customevaporated

ORD record

ord-74476a67e6374a4aa4d0f2dab8b6c7b6

Source dataset

uspto-grants-2002_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06380241B1