Carbon Tetrachloride → 1-(Chloromethyl)-3-(1-cyclopropylethoxy)benzene

HRID 1510134Notes

Reaction equation

HRID 1510134 reaction equation
[CH:1]1([CH:4]([O:6][C:7]2[CH:8]=[C:9]([CH2:13]O)[CH:10]=[CH:11][CH:12]=2)[CH3:5])[CH2:3][CH2:2]1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C(Cl)(Cl)(Cl)[Cl:35]>>[Cl:35][CH2:13][C:9]1[CH:10]=[CH:11][CH:12]=[C:7]([O:6][CH:4]([CH:1]2[CH2:3][CH2:2]2)[CH3:5])[CH:8]=1

Participants

4

Reactant 3

HCID 5943Carbon TetrachlorideHCID 11776TriphenylphosphineHCID 66789951HCID 66789951, compound

Product 1

HCID 667899501-(Chloromethyl)-3-(1-cyclopropylethoxy)benzene

Conditions

Temperature
78 °C

Procedure

[3-(1-cyclopropylethoxy)phenyl]methanol (0.418 g, 2.17 mmol) in carbon tetrachloride (8.70 ml) was added triphenylphosphine resin (1.14 g, 4.35 mmol). The reaction was refluxed overnight with minimal stirring at 78° C. The next day the mixture was filtered through a fritted funnel and washed with dichloromethane. The filtrate was concentrated and no purification was necessary.

Workup

  1. temperatureThe reaction was refluxed overnight
  2. filtrationThe next day the mixture was filtered through a fritted funnel
  3. washwashed with dichloromethane
  4. concentrationThe filtrate was concentrated
  5. customno purification

Sources & evidence

ORD record
ord-47a7e69b7c95495eb42c79325128421a
Source dataset
uspto-grants-2012_07
Patent number
US08211904B2

Reaction notes

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