Thionyl Chloride → HCID 54378591, compound

HRID 1107859Notes

Reaction equation

HRID 1107859 reaction equation
[Br:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[O:4][CH:5]([CH2:9][CH2:10][CH3:11])[C:6](O)=[O:7].S(Cl)([Cl:18])=O>>[Br:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[O:4][CH:5]([CH2:9][CH2:10][CH3:11])[C:6]([Cl:18])=[O:7]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 18786137HCID 18786137, compound

Product 1

HCID 54378591HCID 54378591, compoundYield 76%

Conditions

Temperature
80 °C

Procedure

23.8 g (87 mmol) of 2-(2-bromophenoxy)pentanoic acid and 90 ml of thionyl chloride are placed in a 250 ml round-bottomed flask equipped with a reflux condenser. The mixture is heated at 80° C. for 4 hours. The thionyl chloride is evaporated and the residue purified by distillation under reduced pressure (0.1 millibar). 19.3 g of 2-(2-bromophenoxy)pentanoic acid chloride are obtained (76% yield); B.p.=114° C. (0.1 mb, 10 Pa).

Workup

  1. customequipped with a reflux condenser
  2. customThe thionyl chloride is evaporated
  3. distillationthe residue purified by distillation under reduced pressure (0.1 millibar)

Sources & evidence

ORD record
ord-929aebcb8b494dd9ae93b9e1654f21ef
Source dataset
uspto-grants-2000_05
Patent number
US06063810

Reaction notes

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