Triphenylphosphine → HCID 19009237, compound

HRID 1742494Notes

Reaction equation

HRID 1742494 reaction equation
[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([O:13][CH3:14])=[CH:5][C:4]=1[CH2:15][Cl:16].[C:17]1([P:23]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(#N)C>[Cl-:16].[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([O:13][CH3:14])=[CH:5][C:4]=1[CH2:15][P+:23]([C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 148548022-Chloromethyl-1,4-dimethoxy-naphthalene

Product 1

HCID 19009237HCID 19009237, compoundYield 73.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 4.73 g of 1,4-dimethoxy-2-naphthylmethyl chloride (prepared as described in Preparation 29) and 6.29 g of triphenylphosphine in 50 ml of dry acetonitrile was heated under reflux for 2 hours. At the end of this time, the reaction mixture was freed from the solvent by distillation under reduced pressure, and the resulting crystalline residue was washed with diethyl ether and air-dried, to give 7.36 g of the title compound as a white powder, melting at 244°-246° C. (with decomposition).

Workup

  1. temperatureunder reflux for 2 hours
  2. distillationAt the end of this time, the reaction mixture was freed from the solvent by distillation under reduced pressure
  3. washthe resulting crystalline residue was washed with diethyl ether
  4. customair-dried

Sources & evidence

ORD record
ord-b85b7f73e74641978561bfeeb097e07c
Source dataset
uspto-grants-1994_08
Patent number
US05338855

Reaction notes

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