Ethyl Bromide → HCID 86761611, compound

HRID 2384307Notes

Reaction equation

HRID 2384307 reaction equation
[P:1]([O:8][CH2:9][CH3:10])([O:5]CC)[O:2][CH2:3][CH3:4].Br[CH2:12][C:13]([O:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[O:14].BrCC>>[CH2:9]([O:8][P:1]([CH2:12][C:13]([O:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[O:14])([O:2][CH2:3][CH3:4])=[O:5])[CH3:10]

Participants

4

Reactant 3

HCID 6332Ethyl BromideHCID 31215Triethyl phosphiteHCID 537046Octadecyl bromoacetate

Product 1

HCID 86761611HCID 86761611, compoundYield 98%

Conditions

Temperature
100 °C

Procedure

100 parts by weight of triethyl phosphite and 235 parts by weight of octadecyl bromoacetate were put into a reactor equipped with a distillation tube, and the inside of the reactor was substituted by nitrogen. Subsequently, the reactor was heated at 100° C. to start a reaction. Since bromoethane as a by-product began to distill out immediately, the reaction was maintained until the distillation-out of bromoethane slowed down. When the distillation-out of bromoethane became moderate, the reactor was further heated at 150° C. to continue the reaction for 3 hours. The reaction mixture was cooled to room temperature to obtain a precipitate. The precipitate was collected by filtration and recrystallized with acetone to obtain a white plate-like crystal (yield of 98%, melting point of 28 to 31° C.).

Workup

  1. customequipped with a distillation tube
  2. customa reaction
  3. distillationto distill out immediately
  4. temperaturethe reaction was maintained until the distillation-out of bromoethane
  5. distillationWhen the distillation-out of bromoethane
  6. temperaturethe reactor was further heated at 150° C.
  7. customthe reaction for 3 hours
  8. temperatureThe reaction mixture was cooled to room temperature
  9. customto obtain a precipitate
  10. filtrationThe precipitate was collected by filtration
  11. customrecrystallized with acetone

Sources & evidence

ORD record
ord-d3748cb3910543f0ab66112907e42255
Source dataset
uspto-grants-2012_09
Patent number
US08263690B2

Reaction notes

Loading…