Triethyl phosphite → 6-Diethylphosphono-2,2-dimethyl-2H-chromene

HRID 1974829Notes

Reaction equation

HRID 1974829 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][C:7]([CH3:13])([CH3:12])[CH:6]=[CH:5]2.[P:14]([O:21]CC)([O:18][CH2:19][CH3:20])[O:15][CH2:16][CH3:17]>[Ni](Cl)Cl>[CH2:16]([O:15][P:14]([C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][C:7]([CH3:13])([CH3:12])[CH:6]=[CH:5]2)([O:18][CH2:19][CH3:20])=[O:21])[CH3:17]

Participants

4

Reactant 2

HCID 31215Triethyl phosphiteHCID 117705336-Bromo-2,2-dimethyl-2H-chromene

Product 1

HCID 156141666-Diethylphosphono-2,2-dimethyl-2H-chromene

Reagents, catalysts & solvents 1

HCID 24385Nickel DichlorideCatalyst

Conditions

Temperature
180 °C

Procedure

16 g of 6-bromo-2,2-dimethyl-2H-chromene are dissolved in 100 ml of triethyl phosphite. 2 g of nickel chloride are added and the mixture is heated at 180° C. for 24 hours in an autoclave. After the remaining triethyl phosphite has been concentrated, the expected product distils at 130°-140° C. under 133.322 Pa. 11.5 g are collected.

Workup

  1. concentrationAfter the remaining triethyl phosphite has been concentrated
  2. customthe expected product distils at 130°-140° C. under 133.322 Pa
  3. custom11.5 g are collected

Sources & evidence

ORD record
ord-4b92a4315221446cba62ab9a95e903f9
Source dataset
uspto-grants-1994_02
Patent number
US05284838

Reaction notes

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