Triethylamine → Ethyl 11-(2-benzoyl-4-chlorobenzenesulphonamido)undecanoate

HRID 1111353Notes

Reaction equation

HRID 1111353 reaction equation
C(N(CC)CC)C.Cl.[NH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21].[C:25]([C:33]1[CH:38]=[C:37]([Cl:39])[CH:36]=[CH:35][C:34]=1[S:40](Cl)(=[O:42])=[O:41])(=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>C(Cl)Cl>[C:25]([C:33]1[CH:38]=[C:37]([Cl:39])[CH:36]=[CH:35][C:34]=1[S:40]([NH:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])(=[O:42])=[O:41])(=[O:32])[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27566002-benzoyl-4-chloro-benzenesulfonyl ChlorideHCID 13192101Ethyl 11-aminoundecanoate hydrochloride

Product 1

HCID 22152233Ethyl 11-(2-benzoyl-4-chlorobenzenesulphonamido)undecanoate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

7 ml of anhydrous triethylamine are added to 5.3 g of ethyl 11-aminoundecanoate hydrochloride in 30 ml of anhydrous methylene chloride and, after stirring for one hour at ambient temperature, 6.3 g of 2-benzoyl-4-chlorobenzenesulphonyl chloride are added dropwise. After stirring for 12 hours, the reaction medium is evaporated to dryness under vacuum, taken up with water and extracted with ethyl acetate. The organic phase which is washed with water until the washings are free of Cl- ions is dried over sodium sulphate and evaporated to dryness under vacuum.

Workup

  1. stirringAfter stirring for 12 hours
  2. customthe reaction medium is evaporated to dryness under vacuum
  3. extractionextracted with ethyl acetate
  4. washThe organic phase which is washed with water until the washings
  5. dry with materialis dried over sodium sulphate
  6. customevaporated to dryness under vacuum

Sources & evidence

ORD record
ord-0e1e648f1e614fd5b802cf141116c059
Source dataset
uspto-grants-1990_12
Patent number
US04980349

Reaction notes

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