4-Toluenesulfonyl chloride → HCID 20331052, compound

HRID 2057642Notes

Reaction equation

HRID 2057642 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13].[C:14]1([CH3:24])[CH:19]=[CH:18][C:17]([S:20](Cl)(=[O:22])=[O:21])=[CH:16][CH:15]=1.C(N(CC)CC)C>CCOCC>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][S:20]([C:17]1[CH:18]=[CH:19][C:14]([CH3:24])=[CH:15][CH:16]=1)(=[O:22])=[O:21]

Participants

5

Reactant 3

HCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 7416311-Bromo-1-undecanol

Product 1

HCID 20331052HCID 20331052, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 30 g. 11-bromoundecyl alcohol and 25.0 g. 4-toluenesulfonyl chloride in 250 ml. dry ether is cooled with stirring in an ice-water bath. To this is added dropwise 13.2 g. triethylamine in 50 ml. ether. After addition, the solution is stirred in the cold for 1 hour and filtered. The ether is washed with 100 ml. 10% hydrochloric acid solution, 100 ml. brine, dried and evaporated to yield the title compound as an oily solid.

Workup

  1. additionTo this is added dropwise 13.2 g
  2. additionAfter addition
  3. stirringthe solution is stirred in the cold for 1 hour
  4. filtrationfiltered
  5. washThe ether is washed with 100 ml
  6. dry with materialbrine, dried
  7. customevaporated

Sources & evidence

ORD record
ord-ae61866c16ad4f5daf27e626809e4cf4
Source dataset
uspto-grants-1980_07
Patent number
US04211783

Reaction notes

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