Benzenesulfonyl chloride → HCID 19776812, compound

HRID 1612819Notes

Reaction equation

HRID 1612819 reaction equation
[C:1]1([CH:7]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[O:8][CH:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[NH2:25])[CH2:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:32]1([S:38](Cl)(=[O:40])=[O:39])[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>N1C=CC=CC=1>[C:1]1([CH:7]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[O:8][CH:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[NH:25][S:38]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)(=[O:40])=[O:39])[CH2:11][CH2:10]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 19776753HCID 19776753, compound

Product 1

HCID 19776812HCID 19776812, compoundYield 59.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Into 25 ml of pyridine was dissolved 1.0 g of 4-diphenylmethoxy-1-[3-(2-aminophenoxy)propyl]piperidine obtained in Example 1 (b), and 0.51 g of benzenesulfonyl chloride was added dropwise to the resultant solution at room temperature, followed by stirring for 30 minutes. The reaction solution was poured into ice water, and extracted with chloroform. The extract was washed with water, and chloroform was removed. The residue was eluted with ethyl acetate-chloroform (1:1) by silica gel column chromatography to give 0.79 g of the desired compound.

Workup

  1. extractionextracted with chloroform
  2. washThe extract was washed with water, and chloroform
  3. customwas removed
  4. washThe residue was eluted with ethyl acetate-chloroform (1:1) by silica gel column chromatography

Sources & evidence

ORD record
ord-b33530b6b16541c29ac53fe15fec6208
Source dataset
uspto-grants-1993_03
Patent number
US05190959

Reaction notes

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