Carbon Tetrachloride → HCID 59759341, compound

HRID 914482Notes

Reaction equation

HRID 914482 reaction equation
[CH2:1]([O:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11]O)=[CH:7][CH:6]=1)[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Cl)(Cl)(Cl)[Cl:33]>>[Cl:33][CH2:11][C:8]1[CH:9]=[CH:10][C:5]([CH2:4][O:3][CH2:1][CH3:2])=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 5943Carbon TetrachlorideHCID 11776TriphenylphosphineHCID 110301904-(Ethoxymethyl)benzenemethanol

Product 1

HCID 59759341HCID 59759341, compound

Procedure

[4-(Ethoxymethyl)phenyl]methanol (1.52 g) synthesized in Reference Example 39 was dissolved in carbon tetrachloride (20 mL), triphenylphosphine (2.64 g) was added thereto, and the mixture was heated under reflux for 2.5 hr. The reaction mixture was concentrated under reduced pressure, the residue was dissolved in hexane, the insoluble material was filtered off, and the filtrate was evaporated under reduced pressure. The residue was purified by silica gel chromatography (elution solvent; hexane:ethyl acetate=20:1) to give the title compound (1.07 g) as a colorless oil.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 2.5 hr
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. dissolutionthe residue was dissolved in hexane
  5. filtrationthe insoluble material was filtered off
  6. customthe filtrate was evaporated under reduced pressure
  7. customThe residue was purified by silica gel chromatography (elution solvent; hexane:ethyl acetate=20:1)

Sources & evidence

ORD record
ord-2dda656f9a814225adaae659502ff9ac
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

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