Thionyl Chloride → HCID 18000595, compound

HRID 478128Notes

Reaction equation

HRID 478128 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Cl:24])[C:10]=1[O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[C:5](O)=[O:6].S(Cl)([Cl:27])=O>C(OCC)(=O)C.CN(C=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Cl:24])[C:10]=1[O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[C:5]([Cl:27])=[O:6]

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 18000594HCID 18000594, compound

Product 1

HCID 18000595HCID 18000595, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
60 °C

Procedure

3,5-Dichloro-4-dodecyloxybenzoic acid (200 g, 0.533 mol) was suspended/dissolved in ethyl acetate (1000 mL) with DMF (0.5 mL) and thionyl chloride (194 mL, 2.66 mol). The mixture was then heated to 60° C. for 2.5 hrs. After this period the solution was cooled, concentrated under reduced pressure and co-evaporated with ethyl acetate (×1). The resulting oil was used as such in the next step.

Workup

  1. temperatureAfter this period the solution was cooled
  2. concentrationconcentrated under reduced pressure and co-evaporated with ethyl acetate (×1)

Sources & evidence

ORD record
ord-bac9114bdf4742b4a885c2060df0d0f0
Source dataset
uspto-grants-2003_11
Patent number
US06641990B1

Reaction notes

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