Thionyl Chloride → HCID 13100663, compound

HRID 2059154Notes

Reaction equation

HRID 2059154 reaction equation
[Br:1][C:2]([Br:9])([Br:8])[CH2:3][CH2:4][C:5](O)=[O:6].S(Cl)([Cl:12])=O>CN(C)C=O>[Br:1][C:2]([Br:9])([Br:8])[CH2:3][CH2:4][C:5]([Cl:12])=[O:6]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 131006624,4,4-Tribromobutanoic acid

Product 1

HCID 13100663HCID 13100663, compoundYield 104.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
40 °C

Procedure

324.8 g (1 mole) of 4,4,4-tribromobutyric acid is added to 600 g of thionylchloride and 1 ml of dimethylformamide and the whole is heated at first for 2 hours at 40° C. and subsequently for 3 hours at 75° C. Then the excess of thionyl chloride is evaporated and the residue is distilled in vacuo. 360 g (95% of theory) of 4,4,4-tribromobutyric acid chloride, b.p. 71°-73° C./0.05 torr, is obtained.

Workup

  1. customThen the excess of thionyl chloride is evaporated
  2. distillationthe residue is distilled in vacuo

Sources & evidence

ORD record
ord-8eabe36af47a4155b16769a4d2a77f29
Source dataset
uspto-grants-1982_03
Patent number
US04322374

Reaction notes

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