Acetyl chloride → Acetoacetic Acid

HRID 2163161

Reaction equation

HRID 2163161 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[OH:5][CH:6]1[CH2:10][CH:9]([OH:11])[CH:8]=C1>N1C=CC=CC=1>[CH3:2][C:1]([O-:3])=[O:5].[CH3:8][C:9]([CH2:10][C:6]([OH:3])=[O:5])=[O:11]

Participants

5

Reactant 2

HCID 6367Acetyl chlorideHCID 2786004-Cyclopentene-1,3-diol

Product 2

HCID 96Acetoacetic AcidHCID 175Acetate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Forty-eight milligrams (0.6 mmol) of acetic acid chloride was added to a mixture of 111 milligrams (1.1 mmols) of 3,5-dihydroxycyclopent-1-ene and 0.5 milliliter of pyridine with stirring over a period of 5 hours. The aftertreatment was carried out as in Example 1, and 62 milligrams of a crude product was obtained. When calculations were made from the results of the chromatographic analysis, the yields of the monoacetate and diacetate were 22% and 7%, respectively.

Workup

  1. custom62 milligrams of a crude product was obtained
  2. customresults of the chromatographic analysis

Sources & evidence

ORD record
ord-74caa85771d14bb395005263366e74cf
Source dataset
uspto-grants-1979_01
Patent number
US04132726

Linked notes

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