Trimethyl phosphite → HCID 54560818, compound

HRID 233436Notes

Reaction equation

HRID 233436 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[CH3:15][O:16][P:17]([O:20]C)[O:18][CH3:19]>C1(C)C=CC=CC=1>[CH3:15][O:16][P:17]([CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=[O:20])[O:18][CH3:19]

Participants

4

Reactant 2

HCID 8472Trimethyl phosphite2×HCID 2633651-(Bromomethyl)-2-phenylbenzene

Product 1

HCID 54560818HCID 54560818, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

A solution of 2-(bromomethyl)biphenyl (4.94 g, 0.020M) and trimethylphosphite (5.0 mL, 5.26 g, 0.042M) in toluene (25 mL) is heated at reflux temperature for 24 hours Toluene and excess trimethylphosphite are removed under reduced pressure and the oily residue is chromatographed over silica gel (195 g, 40-63 μm, EtOAc, 50 mL fractions) using EtOAc to elute the column. The title compound (5.35 g, 0.0194M, 97%) is obtained in fractions 10-19 and is a colorless viscous oil.

Workup

  1. customare removed under reduced pressure
  2. customthe oily residue is chromatographed over silica gel (195 g, 40-63 μm, EtOAc, 50 mL fractions)
  3. washto elute the column

Sources & evidence

ORD record
ord-e6d0978053fc4a13bf0a72764eea2cb1
Source dataset
uspto-grants-1997_01
Patent number
US05593980

Reaction notes

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