Hydrochloric Acid → HCID 18937963, compound

HRID 892479Notes

Reaction equation

HRID 892479 reaction equation
[CH2:1]([OH:3])[CH3:2].[CH:4]([C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[C:9]#[N:10])=[O:5].[ClH:14]>CCOCC>[ClH:14].[CH2:1]([O:3][C:9](=[NH:10])[C:8]1[CH:11]=[CH:12][CH:13]=[C:6]([CH:4]=[O:5])[CH:7]=1)[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 90670m-Formylbenzonitrile

Product 1

HCID 18937963HCID 18937963, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

59.7 ml (1.025 mol) of absolute ethanol are added to a solution of 86.7 g (0.662 mol) of 3-formylbenzonitrile in 530 ml of absolute ether and the whole is cooled to 0°. The reaction solution is saturated with dry hydrochloric acid gas and then left to stand for six days at 0°. After filtering off a fine precipitate, 1 liter of ether is added to the reaction solution, whereupon the title compound crystallises out; m.p. 126°-128° (with foaming).

Workup

  1. temperaturethe whole is cooled to 0°
  2. waitleft
  3. filtrationAfter filtering off a fine precipitate, 1 liter of ether
  4. additionis added to the reaction solution, whereupon the title compound
  5. customcrystallises out

Sources & evidence

ORD record
ord-985c965f5aa045e0962ad3f34622e8a9
Source dataset
uspto-grants-1992_06
Patent number
US05118709

Reaction notes

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