Triphenylphosphine → HCID 19789980, compound

HRID 1656023Notes

Reaction equation

HRID 1656023 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([F:15])[CH:10]=2)[CH:5]=[CH:4][C:3]=1[OH:16].[Cl:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22]O)=[CH:20][CH:19]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[Cl:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22][O:16][C:3]2[CH:4]=[CH:5][C:6]([O:8][C:9]3[CH:14]=[CH:13][CH:12]=[C:11]([F:15])[CH:10]=3)=[CH:7][C:2]=2[Cl:1])=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 11776TriphenylphosphineHCID 133974-Chlorobenzyl alcoholHCID 19789982HCID 19789982, compound

Product 1

HCID 19789980HCID 19789980, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 0.88 g of 2-chloro-4-(3-fluorophenoxy)phenol, 0.54 g of p-chlorobenzyl alcohol, 1.01 g of triphenylphosphine, 0.65 g of diethylazadicarboxylate and 90 ml of tetrahydrofuran was stirred at room temperature. After 48 hours, the reaction mixture was concentrated, and 50 ml of diethyl ether was added thereto. The precipitates were removed by filtration, and the filtrate was concentrated. The residue was subjected to silica gel chromatography to give 0.83 g of 4-chloro-1-[2-chloro-4-(3-fluorophenoxy)phenoxy]methylbenzene. Yield, 62%. m.p., 47.3° C.

Workup

  1. concentrationthe reaction mixture was concentrated
  2. addition50 ml of diethyl ether was added
  3. customThe precipitates were removed by filtration
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-cab897fe987d463181f4d0671b04d049
Source dataset
uspto-grants-1993_10
Patent number
US05252610

Reaction notes

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