Hydrochloric Acid → HCID 54287462, compound

HRID 1606408Notes

Reaction equation

HRID 1606408 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH:10]=[C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:12]=1[OH:13])[CH:8]=O)([CH3:4])([CH3:3])[CH3:2].[C:18]([CH2:20]C(O)=O)#[N:19].N1CCCCC1.Cl>N1C=CC=CC=1>[C:1]([C:5]1[CH:6]=[C:7]([CH:10]=[C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:12]=1[OH:13])[CH:8]=[CH:20][C:18]#[N:19])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8082PiperidineHCID 9740Cyanoacetic acidHCID 732193,5-Di-tert-butyl-4-hydroxybenzaldehyde

Product 1

HCID 54287462HCID 54287462, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

3,5-di tert.butyl-4-hydroxycinnamonitrile was prepared by heating a mixture of 85.5 grams of 3,5-di tert.butyl-4-hydroxybenzaldehyde, 62 grams of cyanoacetic acid, 360 milliliters of pyridine, and 18 milliliters of piperidine at 80° C. for 3 hours. The reaction mixture was cooled to room temperature and poured into a mixture of 200 milliliters of concentrated hydrochloric acid and 350 grams of ice. The sticky solid tht precipitated was separated and recrystallized from petroleum ether. The yield was 48.8 grams of product which melted at 109° to 113° C.

Workup

  1. temperatureby heating
  2. customThe sticky solid tht precipitated
  3. customwas separated
  4. customrecrystallized from petroleum ether

Sources & evidence

ORD record
ord-c5714e2f6b8f408083a0ef82c106c1c1
Source dataset
uspto-grants-1976_04
Patent number
US03953398

Reaction notes

Loading…