Carbon Tetrachloride → HCID 11184678, compound

HRID 2122105Notes

Reaction equation

HRID 2122105 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[C:9]([O:11][CH3:12])=[O:10])=[CH:4][CH:3]=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[C:33](Cl)(Cl)([Cl:35])[Cl:34]>C(#N)C>[Cl:34][C:33]([Cl:35])=[C:8]([C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)[C:9]([O:11][CH3:12])=[O:10]

Participants

5

Reactant 3

HCID 5943Carbon TetrachlorideHCID 11776TriphenylphosphineHCID 4313443HCID 4313443, compound

Product 1

HCID 11184678HCID 11184678, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 29.9 g (0.15 mol) of the keto ester of Example 2 in 300 ml of acetonitrile were treated with 117.9 g of PPh3 (0.45 mol), and 69.3 g (0.45 mol) of carbon tetrachloride were then added dropwise. After the reaction solution had remained at approximately 56° C. for 4 hours, it was concentrated; the residue obtained was chromatographed over silica gel with cyclohexane/MtBE (3:1). This gave 39.2 g of the title compound.

Workup

  1. additionwere then added dropwise
  2. concentrationit was concentrated
  3. customthe residue obtained
  4. customwas chromatographed over silica gel with cyclohexane/MtBE (3:1)

Sources & evidence

ORD record
ord-b5a91bc55d5a47a9bdc73b0271dd6e04
Source dataset
uspto-grants-2004_02
Patent number
US06696607B2

Reaction notes

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