Hydrochloric Acid → 1-(4-Hydroxy-3-thienyl)ethanone

HRID 1732933Notes

Reaction equation

HRID 1732933 reaction equation
[OH:1][CH:2]1[C:6]([C:7](=[O:9])[CH3:8])=[CH:5][S:4][CH2:3]1.S(Cl)(Cl)(=O)=O.Cl>C(Cl)Cl>[OH:1][C:2]1[C:6]([C:7](=[O:9])[CH3:8])=[CH:5][S:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24648Sulfuryl chlorideHCID 20300157HCID 20300157, compound

Product 1

HCID 217161-(4-Hydroxy-3-thienyl)ethanoneYield 77%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

2.88 Parts of 3-hydroxy-4-acetyldihydrothiophene are introduced into 20 parts by volume of dried methylene chloride; a solution of 1.7 parts by volume of sulfuryl chloride in 20 parts by volume of dried methylene chloride is added in the course of 10 minutes at 0° C. During the reaction, nitrogen is passed in, in order to expel the hydrochloric acid formed. After 30 minutes, the reaction mixture is worked up. The end product is isolated from the reaction mixture by the method described in Example 1c. 2.22 parts (77% of theory) of 3-hydroxy-4-acetylthiophene of melting point 44°-47° C. are obtained.

Workup

  1. customDuring the reaction, nitrogen
  2. customformed
  3. customThe end product is isolated from the reaction mixture by the method

Sources & evidence

ORD record
ord-36eaf097a39d4d3783eee7580f8473d7
Source dataset
uspto-grants-1980_12
Patent number
US04239897

Reaction notes

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