Carbon Tetrachloride → HCID 67328041, compound

HRID 1023336Notes

Reaction equation

HRID 1023336 reaction equation
[CH3:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][CH:7]([CH3:17])[CH2:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15]O)=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.C(Cl)(Cl)(Cl)[Cl:21].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>C1COCC1>[CH3:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][CH:7]([CH3:17])[CH2:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][Cl:21])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 5943Carbon TetrachlorideHCID 11776TriphenylphosphineHCID 67327144HCID 67327144, compound

Product 1

HCID 67328041HCID 67328041, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of {4-[2-(4-methylphenoxy)propyl]phenyl}methanol (0.725 g) in THF (20 mL) were added CCl4 (2.3 mL) and PPh3 (1.640 g) at room temperature under an Ar atmosphere. The mixture was heated at reflux for 6.5 hours, and then cooled to room temperature, and evaporated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane/AcOEt=5/1) to afford 1-[4-(chloromethyl)phenyl]propan-2-yl 4-methylphenyl ether (0.696 g) as a colorless oil.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 6.5 hours
  3. customevaporated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (n-hexane/AcOEt=5/1)

Sources & evidence

ORD record
ord-189ded37ef8e41f8a7694820e56a6c6a
Source dataset
uspto-grants-2014_05
Patent number
US08722663B2

Reaction notes

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