Hydrochloric Acid → HCID 15386248, compound

HRID 583060Notes

Reaction equation

HRID 583060 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH2:8][CH:7]=[C:6]2[CH2:12][CH2:13][OH:14].[CH3:15][C:16]1[CH:21]=[CH:20][C:19]([S:22](Cl)(=[O:24])=[O:23])=[CH:18][CH:17]=1.Cl.C(OCC)C>N1C=CC=CC=1>[CH3:15][C:16]1[CH:21]=[CH:20][C:19]([S:22]([O:14][CH2:13][CH2:12][C:6]2[C:5]3[C:9](=[CH:10][CH:11]=[C:3]([O:2][CH3:1])[CH:4]=3)[CH2:8][CH:7]=2)(=[O:24])=[O:23])=[CH:18][CH:17]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 73974-Toluenesulfonyl chlorideHCID 215842255-methoxy-1H-indene-3-ethanol

Product 1

HCID 15386248HCID 15386248, compoundYield 84.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1.27 g (0.0067 mol) of 5-methoxy-1H-indene-3-ethanol are dissolved in 11 ml of dry pyridine, the mixture is stirred, is cooled with an ice bath, 1.4 g (0.0073 mol) of 4-methylbenzenesulphonic acid chloride are added portionwise and stirring is maintained overnight while cold and then at room temperature for 4 h. The solution is poured onto a mixture of 16 ml of 10N hydrochloric acid and 48 g of ice, the mixture obtained is treated with diethyl ether, the organic phase is separated, is washed with water, in dried over magnesium sulphate and is filtered and the filtrate is evaporated under reduced pressure. 1.94 g of a colourless oily product are obtained, which product is used as is in the following stage.

Workup

  1. temperatureis cooled with an ice bath
  2. stirringstirring
  3. customthe mixture obtained
  4. customthe organic phase is separated
  5. washis washed with water
  6. dry with materialin dried over magnesium sulphate
  7. filtrationis filtered
  8. customthe filtrate is evaporated under reduced pressure

Sources & evidence

ORD record
ord-a6588658738f4e409c967531ce584cac
Source dataset
uspto-grants-1999_07
Patent number
US05929078

Reaction notes

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