Hydrochloric Acid → 78016-72-5

HRID 1744711Notes

Reaction equation

HRID 1744711 reaction equation
[CH2:1]([CH:3]([CH2:6][CH2:7][CH2:8][CH3:9])[CH2:4][OH:5])[CH3:2].[S:10](Cl)([C:13]1[CH:19]=[CH:18][C:16]([CH3:17])=[CH:15][CH:14]=1)(=[O:12])=[O:11].Cl>N1C=CC=CC=1>[S:10]([C:13]1[CH:19]=[CH:18][C:16]([CH3:17])=[CH:15][CH:14]=1)([O:5][CH2:4][CH:3]([CH2:1][CH3:2])[CH2:6][CH2:7][CH2:8][CH3:9])(=[O:12])=[O:11]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 73974-Toluenesulfonyl chlorideHCID 77202-Ethylhexanol

Product 1

HCID 1281542778016-72-5

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

A 500 mL round bottom flask equipped with a stirrer bar was charged with 78 g (0.60 mol) 2-ethyl hexyl alcohol and 170 mL of pyridine. The mixture was cooled to 0° C. Tosyl chloride (120.8 g, 0.63 mol) was slowly added to the above mixture at 0-5° C. The reaction was carried out for 3 hrs. The reaction mixture was poured into 1.2 L of HCl solution (1 M), extracted with chloroform (3×200 mL), washed with water (3×200 mL) and dried with sodium sulfate. The organic layer was evaporated and the residue vacuum distilled to give a 2-ethylhexyl tosylate.

Workup

  1. customA 500 mL round bottom flask equipped with a stirrer bar
  2. extractionextracted with chloroform (3×200 mL)
  3. washwashed with water (3×200 mL)
  4. dry with materialdried with sodium sulfate
  5. customThe organic layer was evaporated
  6. distillationthe residue vacuum distilled

Sources & evidence

ORD record
ord-620816531d614c1bad1ec4048d466dda
Source dataset
uspto-grants-2006_03
Patent number
US07018559B2

Reaction notes

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