Hydrochloric Acid → 1-Propanone, 1-(2,3-dihydrobenzo[b]thien-5-yl)-

HRID 980500

Reaction equation

HRID 980500 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[S:5]1[CH2:9][CH2:8][C:7]2[CH:10]=[CH:11][CH:12]=[CH:13][C:6]1=2.Cl.[C:15](Cl)(=[O:18])[CH2:16][CH3:17]>ClC=CCl>[C:15]([C:11]1[CH:12]=[CH:13][C:6]2[S:5][CH2:9][CH2:8][C:7]=2[CH:10]=1)(=[O:18])[CH2:16][CH3:17]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 62324Propionyl chlorideHCID 783192,3-Dihydrobenzo(b)thiopheneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 122561341-Propanone, 1-(2,3-dihydrobenzo[b]thien-5-yl)-Yield 55%

Reagents, catalysts & solvents 1

HCID 109001,2-DichloroethyleneSolvent

Conditions

Temperature
10 °C

Procedure

To 0.3M of aluminum chloride in 500 ml of 1,2-dichloroethylene, 0.21M of propionyl chloride are added, then slowly while stirring 0.2M of 2,3-dihydrobenzo[b]thiophene are added, temperature being maintained at about 10° C. The mixture is then still stirred for 3 hours at room temperature, then decomposed with a mixture of ice and hydrochloric acid. The organic phase is separated and the aqueous phase is extracted with 1,2-dichloroethylene. The combined organic phases are dried on MgSO4, filtered and solvent is evaporated in a vacuum. The residence obtained is solidified by addition of petroleum ether: 25 gr. of 5-propionyl-2,3-dihydrobenzo[b]thiophene are so obtained.

Workup

  1. additionare added
  2. customThe organic phase is separated
  3. extractionthe aqueous phase is extracted with 1,2-dichloroethylene
  4. customThe combined organic phases are dried on MgSO4
  5. filtrationfiltered
  6. customsolvent is evaporated in a vacuum
  7. customThe residence obtained

Sources & evidence

ORD record
ord-f2507f35c91544368f084fb60d054ca2
Source dataset
uspto-grants-1987_01
Patent number
US04638070

Linked notes

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