Hydrochloric Acid → 3-(2-Cyanoethyl)benzaldehyde

HRID 1669355Notes

Reaction equation

HRID 1669355 reaction equation
[C:1]([CH2:3][CH2:4][C:5]1[CH:6]=[C:7]([CH:11]2OCC[O:12]2)[CH:8]=[CH:9][CH:10]=1)#[N:2].Cl>O1CCCC1>[C:1]([CH2:3][CH2:4][C:5]1[CH:6]=[C:7]([CH:8]=[CH:9][CH:10]=1)[CH:11]=[O:12])#[N:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 231317192-[3-(2-Cyanoethyl)phenyl]-[1,3]dioxolane

Product 1

HCID 114992593-(2-Cyanoethyl)benzaldehydeYield 97.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 3.52 g of 2-[3-(2-cyanoethyl)phenyl]-[1,3]dioxolane was added 60 ml of tetrahydrofuran to dissolve this, and 20 ml of 6 N hydrochloric acid was added. After stirred at room temperature overnight and then concentrated under reduced pressure, ethyl acetate was added, and this was washed successively with an aqueous potassium carbonate solution and an aqueous saturated sodium chloride solution. After dried over anhydrous magnesium sulfate, concentration under reduced pressure afforded 2.68 g of 3-(2-cyanoethyl)benzaldehyde [Compound No. (m)].

Workup

  1. additionwas added
  2. concentrationconcentrated under reduced pressure, ethyl acetate
  3. additionwas added
  4. washthis was washed successively with an aqueous potassium carbonate solution
  5. dry with materialAfter dried over anhydrous magnesium sulfate, concentration under reduced pressure

Sources & evidence

ORD record
ord-90734633cab14b5097d58ef503e44dba
Source dataset
uspto-grants-2011_08
Patent number
US07989478B2

Reaction notes

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