Hydrochloric Acid → 3-Ethynylbenzaldehyde

HRID 231926

Reaction equation

HRID 231926 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:9]2OCC[O:10]2)[CH:6]=[CH:7][CH:8]=1)#[CH:2].Cl>O>[C:1]([C:3]1[CH:4]=[C:5]([CH:6]=[CH:7][CH:8]=1)[CH:9]=[O:10])#[CH:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 198973932-(3-Ethynylphenyl)-1,3-dioxolane

Product 1

HCID 27716443-EthynylbenzaldehydeYield 87.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

A multinecked, round bottom flask fitted with a mechanical stirrer, reflux condenser and thermometer, was charged 50.4 g (0.289 mol) of the product of Example XI, 400 ml of distilled water and 1 g of concentrated hydrochloric acid. The mixture was heated to 60° C. and maintained at that temperature for about 4 hours and then cooled to room temperature which yielded the product as a yellow precipitate. The product was filtered, washed with distilled water and allowed to dry on the funnel overnight to yield 33 g (0.254 mol, 87.8% yield).

Workup

  1. customA multinecked, round bottom flask fitted with a mechanical stirrer
  2. temperaturereflux condenser
  3. temperaturemaintained at that temperature for about 4 hours
  4. temperaturecooled to room temperature which
  5. customyielded the product as a yellow precipitate
  6. filtrationThe product was filtered
  7. washwashed with distilled water
  8. customto dry on the funnel overnight
  9. customto yield 33 g (0.254 mol, 87.8% yield)

Sources & evidence

ORD record
ord-492320e4c9fb4419bbe58ef8f3ea0518
Source dataset
uspto-grants-1989_07
Patent number
US04849546

Linked notes

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