Trimethyl phosphite → HCID 18692876, compound

HRID 362159Notes

Reaction equation

HRID 362159 reaction equation
[C:1]([C:5]1[CH:12]=[CH:11][C:8]([CH2:9]Br)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[P:13]([O:18]C)([O:16][CH3:17])[O:14][CH3:15]>>[C:1]([C:5]1[CH:12]=[CH:11][C:8]([CH2:9][P:13](=[O:18])([O:16][CH3:17])[O:14][CH3:15])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 8472Trimethyl phosphite2×HCID 878361-(Bromomethyl)-4-(1,1-dimethylethyl)benzene

Product 1

HCID 18692876HCID 18692876, compoundYield 95.2%

Procedure

4-t-Butylbenzyl bromide (19.16 g, 84 mmol) and trimethyl phosphite (10.46, 84 mmol) were heated at 120° C. under argon for 6 hours, after which a further 10.46 g trimethylphosphite was added and heating continued for a further 16 hours. The dimethyl methylphosphonate by-product was distilled off, leaving the desired dimethyl 4-t-butylbenzylphosphonate as a pale yellow oil (20.6 g, 80 mmol).

Workup

  1. temperatureheating
  2. distillationThe dimethyl methylphosphonate by-product was distilled off

Sources & evidence

ORD record
ord-ea7bc35fcec84d43b3e86c2aaa524c9d
Source dataset
uspto-grants-1999_02
Patent number
US05868959

Reaction notes

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