Thionyl Chloride → HCID 21417396, compound

HRID 1076779Notes

Reaction equation

HRID 1076779 reaction equation
S(Cl)([Cl:3])=O.[C:5]1([C:11]#[C:12][C:13]2[CH:20]=[CH:19][C:16]([CH2:17]O)=[CH:15][CH:14]=2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>C(Cl)(Cl)Cl>[C:5]1([C:11]#[C:12][C:13]2[CH:20]=[CH:19][C:16]([CH2:17][Cl:3])=[CH:15][CH:14]=2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 15881239[4-(Phenylethynyl)phenyl]methanol

Product 1

HCID 21417396HCID 21417396, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Thionyl chloride, 7 ml., is added dropwise to a stirred solution of 6.0 g. (0.0288 mole) of 4-(phenylethynyl) benzyl alcohol in 100 ml. of dry chloroform at room temperature and the mixture is stirred for 6 hours. Solvent is evaporated under reduced pressure and at a temperature below 50°. The residue is freed from traces of thionyl chloride by dissolution in dry benzene and evaporation under reduced pressure. This process is repeated and the residual solid product is purified by sublimation in vacuo; m.p. 61.5°-63.5°C.

Workup

  1. addition, is added dropwise to a stirred solution of 6.0 g
  2. customSolvent is evaporated under reduced pressure and at a temperature below 50°
  3. dissolutionThe residue is freed from traces of thionyl chloride by dissolution in dry benzene
  4. customevaporation under reduced pressure
  5. customthe residual solid product is purified by sublimation in vacuo

Sources & evidence

ORD record
ord-32c99f0901254f3e85902a397b9fcfba
Source dataset
uspto-grants-1976_05
Patent number
US03957871

Reaction notes

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