Triphenylphosphine → HCID 22441842, compound

HRID 1456601Notes

Reaction equation

HRID 1456601 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH2:11][O:12][CH3:13])=[C:6]([CH:9]=1)[CH2:7][Cl:8].[C:14]1([P:20]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C1(C)C=CC=CC=1>[Cl-:8].[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH2:11][O:12][CH3:13])=[C:6]([CH:9]=1)[CH2:7][P+:20]([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 22106993HCID 22106993, compound

Product 1

HCID 22441842HCID 22441842, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3.25 g of 5-fluoro-2-methoxymethoxybenzyl chloride [prepared as described in step (c) above] were dissolved in 50 ml of toluene, and then 6.25 g of triphenylphosphine were added to the resulting solution. The resulting mixture was then heated under reflux for 6 hours. At the end of this time, the reaction solution was cooled. The resulting crystals were collected by filtration, and dried in vacuo, to give 5.16 g (yield 70%) of the title compound. Separately, the filtrate was concentrated by evaporation under reduced pressure, and the crystals which precipitated were collected by filtration, to give an additional 0.75 g (total yield: 80%) of the title compound.

Workup

  1. temperatureThe resulting mixture was then heated
  2. temperatureunder reflux for 6 hours
  3. temperatureAt the end of this time, the reaction solution was cooled
  4. filtrationThe resulting crystals were collected by filtration
  5. customdried in vacuo

Sources & evidence

ORD record
ord-47558faf1b4041c2ae5a7dda1bc0262a
Source dataset
uspto-grants-1998_12
Patent number
US05843983

Reaction notes

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