Triethyl phosphite → HCID 14949160, compound

HRID 1350344Notes

Reaction equation

HRID 1350344 reaction equation
Br[C:2]1[CH2:3][C:4]2[C:9]([CH:10]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2.[P:11]([O:18]CC)([O:15][CH2:16][CH3:17])[O:12][CH2:13][CH3:14]>Cl[Ni]Cl>[CH2:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:10]=[C:2]1[P:11](=[O:18])([O:15][CH2:16][CH3:17])[O:12][CH2:13][CH3:14]

Participants

4

Reactant 2

HCID 31215Triethyl phosphiteHCID 5755861H-Indene, 2-bromo-

Product 1

HCID 14949160HCID 14949160, compound

Reagents, catalysts & solvents 1

HCID 24385Nickel DichlorideCatalyst

Procedure

To 91.0 g (0.467 mol) of 2-bromo-1H-indene and 3.02 g (0.023 mol) of NiCl2 in 250 ml flask equipped with a distillation head, 85.0 ml (82.4 g, 0.496 mol) of (EtO)3P were added. This black mixture was heated in the oil bath at 185–190° C. for 3 hours. During this procedure, argon gas was bubbled through the mixture to eliminate ethyl bromide formed. The crude product was distilled in vacuum (171–175° C./1 mm). Yield 102.4 g (87%) of colorless oil of diethyl 1H-inden-2-ylphosphonate, 9.

Workup

  1. additionwere added
  2. temperatureThis black mixture was heated in the oil bath at 185–190° C. for 3 hours
  3. customDuring this procedure, argon gas was bubbled through the mixture
  4. customformed
  5. distillationThe crude product was distilled in vacuum (171–175° C./1 mm)

Sources & evidence

ORD record
ord-7915c681c5c741098d5571d5eaf05167
Source dataset
uspto-grants-2007_05
Patent number
US07214746B2

Reaction notes

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