Phosphorus pentachloride → HCID 21828492, compound

HRID 1658491Notes

Reaction equation

HRID 1658491 reaction equation
[Br:1][C:2]1[CH:13]=[CH:12][CH:11]=[CH:10][C:3]=1[O:4][CH2:5]S(O)(=O)=O.[Na].P(Cl)(Cl)(Cl)(Cl)[Cl:16]>CCOCC>[Br:1][C:2]1[CH:13]=[CH:12][CH:11]=[CH:10][C:3]=1[O:4][CH2:5][Cl:16]

Participants

5

Reactant 3

HCID 24819Phosphorus pentachlorideHCID 5360545SodiumHCID 21828497HCID 21828497, compound

Product 1

HCID 21828492HCID 21828492, compoundYield 87.3%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 29.0 g of (o-bromophenoxy)methane sulfonic acid, sodium salt and 50.0 g of PCl5 are thoroughly blended in a mortar. After about 10 minutes of continuous mixing, the mixture partly melts, a vigorous reaction occurs, and the whole turns to a liquid. The mixture is kept 15 minutes with occasional stirring, 700 ml of ether is added (a white solid separates) and the mixture is poured into 750 g of crushed ice. The ether solution is separated, washed, dried, and concentrated in vacuo to give about 21.0 g of a liquid residue. This is distilled under reduced pressure to give about 19.5 g of the colorless liquid product, b2.0 74°-75°, nD24.5 1.5799.

Workup

  1. customa vigorous reaction
  2. additionis added (a white solid separates) and the mixture
  3. customThe ether solution is separated
  4. washwashed
  5. customdried
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-72f564394b5042b2a6781b162741ef58
Source dataset
uspto-grants-1976_06
Patent number
US03965101

Reaction notes

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