Hydrochloric Acid → HCID 11141895, compound

HRID 2294747Notes

Reaction equation

HRID 2294747 reaction equation
[CH2:1]([OH:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[CH2:11].[C:13]1([CH3:23])[CH:18]=[CH:17][C:16]([S:19](Cl)(=[O:21])=[O:20])=[CH:15][CH:14]=1.Cl>N1C=CC=CC=1>[C:13]1([CH3:23])[CH:18]=[CH:17][C:16]([S:19]([O:12][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[CH2:11])(=[O:21])=[O:20])=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 73974-Toluenesulfonyl chlorideHCID 818510-Undecen-1-ol

Product 1

HCID 11141895HCID 11141895, compoundYield 95.9%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

4.32 g (54.0 mM) of dry pyridine was added to 3.40 g (20.0 mM) of 10-undecene-1-ol, followed by stirring for 10 minutes at 0° C. To the mixture, 3.80 g (20.0 mM) of p-toluenesulfonyl chloride was added, followed by stirring for 4 hours at room temperature. After the reaction, the reaction mixture was acidified with 2M-hydrochloric acid (HCl) and extracted with ether to obtain an extract. The extract was dried with anhydrous sodium sulfate, followed by distilling-off of ether to obtain 6.20 g (19.1 mM) of 10-undecenyl p-toluenesulfonate (Yield: 95.5%).

Workup

  1. stirringby stirring for 4 hours at room temperature
  2. customAfter the reaction
  3. extractionextracted with ether
  4. customto obtain an extract
  5. dry with materialThe extract was dried with anhydrous sodium sulfate

Sources & evidence

ORD record
ord-143b9bbda32c44dcb97d1247e3e0e7af
Source dataset
uspto-grants-1997_11
Patent number
US05690858

Reaction notes

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