Triethyl phosphite → HCID 13409682, compound

HRID 868767Notes

Reaction equation

HRID 868767 reaction equation
Br[CH2:2][C:3]1[C:4]2[C:9]([C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:15]=3[CH:16]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2.[P:17]([O:24]CC)([O:21][CH2:22][CH3:23])[O:18][CH2:19][CH3:20]>>[CH:14]1[C:15]2[CH:16]=[C:3]([CH2:2][P:17](=[O:24])([O:21][CH2:22][CH3:23])[O:18][CH2:19][CH3:20])[C:4]3[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=3)[C:10]=2[CH:11]=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 185571Phenanthrene, 9-(bromomethyl)-

Product 1

HCID 13409682HCID 13409682, compoundYield 56.8%

Conditions

Temperature
150 °C

Procedure

9-(Bromomethyl)phenanthrene (18 g, 66.4 mmol) and triethyl phosphite (10.7 g) were mixed and heated to 150° C. under N2 for 4 h. The reaction mixture was concentrated and the residue was purified by silica gel column chromatography to yield 12 g of product.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-e1bd103fb28843de9fc00718c9d778bc
Source dataset
uspto-grants-2015_03
Patent number
US08968887B2

Reaction notes

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