Acetyl chloride → HCID 54299211, compound

HRID 1732949Notes

Reaction equation

HRID 1732949 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[CH3:5][O:6][C:7]([C:9]1[S:10][CH:11]=[CH:12][C:13]=1[OH:14])=[O:8].C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH3:5][O:6][C:7]([CH:9]1[CH:13]([O:14][C:1](=[O:3])[CH3:2])[CH:12]=[CH:11][S:10]1)=[O:8]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 5811273-Hydroxy-thiophene-2-carboxylic acid methyl ester

Product 1

HCID 54299211HCID 54299211, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
0 °C

Procedure

8.6 Parts of acetyl chloride are added in the course of 10 minutes to a solution, cooled to 0° C., of 16 parts of 3-hydroxy-thiophene-2-carboxylic acid methyl ester and 15.3 parts by volume of triethylamine in 100 parts by volume of chloroform. The solution is stirred for 4 hours at 0° C. After the reaction, the mixture is poured into 100 parts by volume of ice water and the organic phase is separated off, dried and concentrated. The residue is distilled. 19.4 parts (96% of theory) of 3-acetoxydihydrothiophene-2-carboxylic acid methyl ester of boiling point 82°-84° C./0.08 mbar are obtained.

Workup

  1. customAfter the reaction
  2. customthe organic phase is separated off
  3. customdried
  4. concentrationconcentrated
  5. distillationThe residue is distilled

Sources & evidence

ORD record
ord-89c1ce94bdcb46c08630f915af08202a
Source dataset
uspto-grants-1980_12
Patent number
US04239897

Reaction notes

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