Hydrochloric Acid → HCID 86741491, compound

HRID 978614Notes

Reaction equation

HRID 978614 reaction equation
[CH2:1]([CH:4]1[C:8](O)([CH3:9])[CH:7]=[CH:6][C:5]1=[O:11])[CH:2]=[CH2:3].[CH:12](/[OH:17])=[CH:13]/[CH2:14][CH2:15][CH3:16].[H-].[Na+].Cl>>[CH2:1]([C:4]1[C:5](=[O:11])[CH2:6][CH:7]([O:17]/[CH:12]=[CH:13]\[CH2:14][CH2:15][CH3:16])[C:8]=1[CH3:9])[CH:2]=[CH2:3]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 10011839HCID 10011839, compoundHCID 128798724-Hydroxy-4-methyl-5-(prop-2-en-1-yl)cyclopent-2-en-1-one

Product 1

HCID 86741491HCID 86741491, compound

Procedure

Into the same flask as used in Example 1, 2-allyl-3-hydroxy-3-methyl-4-cyclopentenone (0.1 mol; 1 part), 2-cis-pentenol (5 parts) and sodium hydride (1/30 part) were charged, and the mixture was stirred at a temperature of 10° to 15° C. for 1 hour. After completion of the reaction, the mixture was neutralized with 1N HCl and extracted with toluene. Toluene was evaporated off from the organic layer to obtain 2-allyl-3-methyl-4-(2-cis-pentenyloxy)-2-cyclopentenone, which was purified by chromatography. Yield, 97%. nD20 1.4946.

Workup

  1. additionwere charged
  2. customAfter completion of the reaction
  3. extractionextracted with toluene
  4. customToluene was evaporated off from the organic layer

Sources & evidence

ORD record
ord-8a4daf048f644c1d8bdbf39b7b8d028e
Source dataset
uspto-grants-1987_05
Patent number
US04665174

Reaction notes

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