Hydrochloric Acid → HCID 23500384, compound

HRID 1386238Notes

Reaction equation

HRID 1386238 reaction equation
[C:1]1([CH:9]=[C:7]([OH:8])[CH:6]=[C:4]([OH:5])[CH:3]=1)[OH:2].[CH:10]1([CH:15]([C:21]([CH3:23])=O)[C:16](OCC)=[O:17])[CH2:14][CH2:13][CH2:12][CH2:11]1.Cl>C(O)C>[CH:10]1([C:15]2[C:16](=[O:17])[O:2][C:1]3[CH:9]=[C:7]([OH:8])[CH:6]=[C:4]([OH:5])[C:3]=3[C:21]=2[CH3:23])[CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 359PhloroglucinolHCID 17750296Ethyl 2-cyclopentyl-3-oxobutanoate

Product 1

HCID 23500384HCID 23500384, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of phloroglucinol (2.00 g) and ethyl 2-cyclopentylacetoacetate (3.14 g) in ethanol (40 ml) was treated with dry HCl at 0° C. for 2.5 hours and the solution kept at that temperature overnight. Solvent was evaporated and the precipitate purified with flash chromatography eluting with toluene-EtOAc-AcOH (8:1:1). Yield 1.22 g (29%).

Workup

  1. customkept at that temperature overnight
  2. customSolvent was evaporated
  3. customthe precipitate purified with flash chromatography
  4. washeluting with toluene-EtOAc-AcOH (8:1:1)

Sources & evidence

ORD record
ord-d9d16d01c7c444f594d313f5f25d29ef
Source dataset
uspto-grants-2001_07
Patent number
US06265421B1

Reaction notes

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