2-Pentadecynal diethylacetal → 2-Pentadecynal

HRID 2309750Notes

Reaction equation

HRID 2309750 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 (4g) 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-919ebac2bb6c42a19686b8b6998803f6
Source dataset
uspto-grants-1987_09
Patent number
US04696946

Reaction notes

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