Carbon Tetrachloride → HCID 59287384, compound

HRID 1927262Notes

Reaction equation

HRID 1927262 reaction equation
[O:1]([CH2:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15]O)=[N:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Cl)(Cl)(Cl)[Cl:37]>>[Cl:37][CH2:15][C:12]1[CH:11]=[CH:10][C:9]([CH2:8][O:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:14][N:13]=1

Participants

4

Reactant 3

HCID 5943Carbon TetrachlorideHCID 11776TriphenylphosphineHCID 23130408HCID 23130408, compound

Product 1

HCID 59287384HCID 59287384, compound

Procedure

To a solution of carbon tetrachloride (20 mL) of a known compound (5-phenoxymethyl-pyridin-2-yl)-methanol (1.4 g) was added triphenylphosphine (2.1 g) at room temperature, which was heated to reflux for 6 hours and 15 minutes under a nitrogen atmosphere. The reaction mixture was cooled to room temperature, after which the solvent was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (heptane:ethyl acetate=2:1) to obtain the titled compound (1.3 g).

Workup

  1. temperaturewhich was heated
  2. temperatureto reflux for 6 hours and 15 minutes under a nitrogen atmosphere
  3. customafter which the solvent was evaporated under a reduced pressure
  4. customThe residue was purified by silica gel column chromatography (heptane:ethyl acetate=2:1)

Sources & evidence

ORD record
ord-7468fae4434e47c492bed4bc273fc504
Source dataset
uspto-grants-2012_05
Patent number
US08183264B2

Reaction notes

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