Sulfuric Acid → HCID 20224933, compound

HRID 1249132Notes

Reaction equation

HRID 1249132 reaction equation
[CH2:1]([OH:7])[CH2:2][C:3]#[C:4][CH2:5][CH3:6].[C:8](O)(=[O:14])[CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].S(=O)(=O)(O)O>C1(C)C=CC=CC=1>[C:1]([O:14][CH2:8][CH2:9][C:10]#[C:11][CH2:12][CH3:13])(=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 8892Hexanoic AcidHCID 660833-Hexyn-1-ol

Product 1

HCID 20224933HCID 20224933, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Into a 250 ml reaction flask equipped with condenser, stirrer, heating mantle, thermometer and Dean Stark trap is placed 29.4 grams (0.3 moles) of 3-hexyn-1-ol; 34.8 grams (0.3 moles) of n-hexanoic acid; 100 ml toluene and 0.2 ml concentrated sulfuric acid. With stirring, the reaction mass is refluxed for a period of four hours. At the end of the four hour period, the reaction mass is then cooled to room temperature and washed with two volumes of 10% sodium carbonate followed by two volumes of saturated sodium chloride solution. The reaction mass is then distilled on a one plate short path column yielding the following fractions:

Workup

  1. customInto a 250 ml reaction flask
  2. customequipped with condenser, stirrer
  3. temperatureheating mantle
  4. temperaturethe reaction mass is refluxed for a period of four hours
  5. washwashed with two volumes of 10% sodium carbonate
  6. distillationThe reaction mass is then distilled on a one plate short path column
  7. customyielding the following fractions

Sources & evidence

ORD record
ord-f25cc84f4dfe4976b7ad937ae274e5ce
Source dataset
uspto-grants-1986_12
Patent number
US04629586

Reaction notes

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