Hydrochloric Acid → HCID 21318093, compound

HRID 263080Notes

Reaction equation

HRID 263080 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[Cl:6][C:7]1[CH:23]=[CH:22][C:10]([O:11][C:12]2[CH:21]=[CH:20][C:15]([O:16][CH2:17][CH2:18][OH:19])=[CH:14][CH:13]=2)=[CH:9][CH:8]=1.Cl>N1C=CC=CC=1>[S:2]([O:19][CH2:18][CH2:17][O:16][C:15]1[CH:20]=[CH:21][C:12]([O:11][C:10]2[CH:22]=[CH:23][C:7]([Cl:6])=[CH:8][CH:9]=2)=[CH:13][CH:14]=1)(=[O:4])(=[O:3])[CH3:1]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 31297Methanesulfonyl chlorideHCID 21318081HCID 21318081, compound

Product 1

HCID 21318093HCID 21318093, compoundYield 100.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2.6 g (0.0227 mol) of methanesulphonyl chloride are run over the course of 5 minutes, at about +10° C., into a solution of 6 g (0.0227 mol) of 2-[4-(4-chlorophenoxy)-phenoxy]-1-ethanol (CRL 40,293) in 11 ml of pyridine and the mixture is then stirred for 1 hour at ambient temperature. Thereafter the reaction mixture is poured onto ice and acidified to Congo Red with concentrated hydrochloric acid. After extracting the insoluble matter with ethyl acetate, washing the organic phase obtained with water and drying it over dry sodium sulphate, evaporation of the solvent gives 7.8 g of a white powder.

Workup

  1. additionThereafter the reaction mixture is poured onto ice
  2. extractionAfter extracting the insoluble matter with ethyl acetate
  3. washwashing the organic phase
  4. customobtained with water
  5. customdrying it
  6. customover dry sodium sulphate, evaporation of the solvent

Sources & evidence

ORD record
ord-5752ecb0362b4e17aea8fe2fa98eff49
Source dataset
uspto-grants-1979_05
Patent number
US04156011

Reaction notes

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