Carbon Tetrachloride → HCID 59759003, compound

HRID 914484Notes

Reaction equation

HRID 914484 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11]O)=[CH:7][CH:6]=1.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][CH2:3][O:2][CH3:1])=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 5943Carbon TetrachlorideHCID 11776TriphenylphosphineHCID 59759121886531-77-7

Product 1

HCID 59759003HCID 59759003, compound

Procedure

[4-(2-Methoxyethyl)phenyl]methanol (415 mg) synthesized in Reference Example 42 was dissolved in carbon tetrachloride (8 mL), triphenylphosphine (720 mg) was added thereto, and the mixture was heated under reflux for 4 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 (225 mg) as a colorless oil.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 4 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-8e51b95470514f07988902eac63c54b0
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

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