2-Pentadecynal diethylacetal → 2-Pentadecynal

HRID 704767Notes

Reaction equation

HRID 704767 reaction equation
C([O:3][CH:4](OCC)[C:5]#[C:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])C>OS(O)(=O)=O>[CH:4](=[O:3])[C:5]#[C:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

3

Reactant 1

HCID 141831442-Pentadecynal diethylacetal

Product 1

HCID 113790702-Pentadecynal

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Procedure

A mixture of 2-pentadecynal diethyl acetal (4 g) and 10% aqueous H2SO4 (60 ml) was refluxed with efficient stirring, for one hour. An additional 40 ml dilute H2SO4 was added at this stage and the mixture heated for another two hours. After cooling, the reaction mixture was extracted with CH2Cl2, the extract dried (Na2SO4) and evaporated in vacuo to provide a yellow oil. Yield: 2.9 g.

Workup

  1. temperaturewas refluxed with efficient stirring, for one hour
  2. temperaturethe mixture heated for another two hours
  3. temperatureAfter cooling
  4. extractionthe reaction mixture was extracted with CH2Cl2
  5. dry with materialthe extract dried (Na2SO4)
  6. customevaporated in vacuo
  7. customto provide a yellow oil

Sources & evidence

ORD record
ord-defd03039e164e6caf3b720be70cc2f3
Source dataset
uspto-grants-1991_01
Patent number
US04988716

Reaction notes

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