Diethyl Ether → HCID 86752576, compound

HRID 1290831Notes

Reaction equation

HRID 1290831 reaction equation
C(N(CC)CC)C.[CH3:8][C:9]1[CH:10]=[C:11]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([S:22](O)(=[O:24])=[O:23])[C:17]=2[N:26]([C:33](=[O:37])[CH2:34][CH2:35][CH3:36])[C:27](=[O:32])[C:28]([F:31])([F:30])[F:29])[CH:12]=[C:13]([CH3:15])[CH:14]=1.P(Cl)(Cl)(Cl)(Cl)[Cl:39].CCOCC>ClCCl>[CH3:8][C:9]1[CH:10]=[C:11]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([S:22]([Cl:39])(=[O:24])=[O:23])[C:17]=2[N:26]([C:33](=[O:37])[CH2:34][CH2:35][CH3:36])[C:27](=[O:32])[C:28]([F:31])([F:30])[F:29])[CH:12]=[C:13]([CH3:15])[CH:14]=1

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 8471TriethylamineHCID 24819Phosphorus pentachlorideHCID 86752577HCID 86752577, compound

Product 1

HCID 86752576HCID 86752576, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1.8 g (3.3 mmol) of the N,N-diethylethanamine salt of 2-[(3',5'-dimethyl)-2-[(1-oxobutyl)(trifluoroacetyl)amino][1,1-biphenyl]-3-sulphonic acid in 10 ml of dichloromethane are added, at room temperature under nitrogen, 1.37 g (6.6 mmol) of phosphorus pentachloride, the mixture is heated at the reflux temperature for 4 hours and the reaction medium is then allowed to cool to room temperature, 100 ml of ether are poured in and the mixture is filtered then concentrated under reduced pressure. The residue thus obtained is purified by chromatography on a florisil™ column, eluting with dichloromethane.

Workup

  1. filtrationis filtered
  2. concentrationthen concentrated under reduced pressure
  3. customThe residue thus obtained
  4. customis purified by chromatography on a florisil™ column
  5. washeluting with dichloromethane

Sources & evidence

ORD record
ord-f94570e20ab64b65b29e263ead2e1c7b
Source dataset
uspto-grants-1998_05
Patent number
US05753667

Reaction notes

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