Myristyl bromide → Diethyl 1-Tetradecylphosphonate

HRID 1085398Notes

Reaction equation

HRID 1085398 reaction equation
[P:1]([O:8][CH2:9][CH3:10])([O:5]CC)[O:2][CH2:3][CH3:4].Br[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]>>[CH2:25]([P:1]([O:2][CH2:3][CH3:4])(=[O:5])[O:8][CH2:9][CH3:10])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH3:12]

Participants

3

Reactant 2

HCID 8208Myristyl bromideHCID 31215Triethyl phosphite

Product 1

HCID 640154Diethyl 1-Tetradecylphosphonate

Procedure

100 g (590 mmol) of triethyl phosphite and 164 g (590 mmol) of 1-bromotetradecane are heated on a column connected to a descending condenser. Bromoethane distills out at a bath temperature of 170° C.; the mixture is then distilled under high vacuum, resulting in the product of boiling point 145° C./0.03 mmHg which is pure by 1H NMR.

Workup

  1. customconnected to a descending condenser
  2. distillationBromoethane distills out at a bath temperature of 170° C.
  3. distillationthe mixture is then distilled under high vacuum
  4. customresulting in the product of boiling point 145° C./0.03 mmHg which

Sources & evidence

ORD record
ord-2d0cfd4093ff4d37baf2a45041f38429
Source dataset
uspto-grants-1991_04
Patent number
US05010059

Reaction notes

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