Diethyl Ether → HCID 67022931, compound

HRID 1517509Notes

Reaction equation

HRID 1517509 reaction equation
C[C:2]1[NH:3][CH:4]=[CH:5][N:6]=1.[CH2:7]([O:15][C:16](=[O:19])[CH2:17][Br:18])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[CH2:20](OCC)C>>[Br-:18].[CH3:20][NH+:6]1[CH:5]=[CH:4][N:3]([CH2:17][C:16](=[O:19])[O:15][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[CH2:2]1

Participants

4

Reactant 3

HCID 3283Diethyl Ether2×HCID 127492-MethylimidazoleHCID 347413Octyl bromoacetate

Product 1

HCID 67022931HCID 67022931, compound

Conditions

Temperature
0 °C

Procedure

Methyl imidazol (18.1 g) in 20 ml diethyl ether is added drop wise to a stirred mixture of Octyl-2-bromoacetate (55.7 g) and diethyl ether (200 ml) and cooled to 0° C. in an ice bath. The mixture is stirred overnight to yield a two phase mixture. The top ether layer is decanted and the product is stirred in 100 ml of fresh diethyl ether for 10 minutes. The ether layer is again decanted. The product is washed in this manner 5 times to yield, after drying under vacuum, the product as a white waxy solid.

Workup

  1. customto yield a two phase mixture
  2. customThe top ether layer is decanted
  3. stirringthe product is stirred in 100 ml of fresh diethyl ether for 10 minutes
  4. customThe ether layer is again decanted
  5. washThe product is washed in this manner 5 times
  6. customto yield
  7. customafter drying under vacuum

Sources & evidence

ORD record
ord-c5d2ad7f954e4775ba65bcb3a6f1e98e
Source dataset
uspto-grants-2012_07
Patent number
US08232305B2

Reaction notes

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