Phosphorus pentachloride → HCID 14878964, compound

HRID 2371471Notes

Reaction equation

HRID 2371471 reaction equation
O[CH2:2][C:3]([CH3:21])([CH3:20])[CH2:4][O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:8]=1.P(Cl)(Cl)(Cl)(Cl)[Cl:23]>C1(C)C(C)=CC=CC=1>[Cl:23][CH2:2][C:3]([CH3:21])([CH3:20])[CH2:4][O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:8]=1

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 13854275HCID 13854275, compound

Product 1

HCID 14878964HCID 14878964, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

0.5 Gram of 6-phenoxy-2-pyridylmethyl 3-hydroxy-2,2-dimethylpropyl ether was dissolved in 20 ml of dry xylene, and 0.73 g of phosphorus pentachloride was added, followed by heating under reflux for 3 hours. Thereafter, the reaction solution was poured into ice water and extracted with xylene. The xylene layer was washed with water, dried and concentrated. The residue was subjected to column chromatography on silica gel (developing solvent, hexane:ethyl acetate=50:1) to obtain 90 mg of desired 6-phenoxy-2-pyridylmethyl 3-chloro-2,2-dimethylpropyl ether [present compound (1)].

Workup

  1. temperatureby heating
  2. temperatureunder reflux for 3 hours
  3. extractionextracted with xylene
  4. washThe xylene layer was washed with water
  5. customdried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-12ba5b14d02d4dca82ef757dfdaa25db
Source dataset
uspto-grants-1992_03
Patent number
US05093373

Reaction notes

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