Triphenylphosphine → HCID 19792248, compound

HRID 1655439Notes

Reaction equation

HRID 1655439 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:14]=[C:13]([F:15])[CH:12]=[C:11]([F:16])[CH:10]=2)[CH:5]=[CH:4][C:3]=1[OH:17].[Cl:18][C:19]1[CH:26]=[CH:25][C:22]([CH2:23]O)=[CH:21][CH:20]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[Cl:18][C:19]1[CH:26]=[CH:25][C:22]([CH2:23][O:17][C:3]2[CH:4]=[CH:5][C:6]([O:8][C:9]3[CH:14]=[C:13]([F:15])[CH:12]=[C:11]([F:16])[CH:10]=3)=[CH:7][C:2]=2[Cl:1])=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 11776TriphenylphosphineHCID 133974-Chlorobenzyl alcoholHCID 197922522-Chloro-4-(3,5-difluorophenoxy)phenol

Product 1

HCID 19792248HCID 19792248, compoundYield 61.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 0.95 g of 2-chloro-4-(3,5-difluorophenoxy)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 precipitate were removed by filtration, and the filtrate was concentrated. The residue was subjected to silica gel chromatography to give 0.87 g of 4-chloro-1-[2-chloro-4-(3,5-difluorophenoxy)phenoxy]methylbenzene. Yield, 62%. m.p.: 95.3° C.

Workup

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

Sources & evidence

ORD record
ord-29766aecf7e6468c85271bb2e7a663ab
Source dataset
uspto-grants-1993_10
Patent number
US05250574

Reaction notes

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