Hydrochloric Acid → HCID 57104178, compound

HRID 1733276Notes

Reaction equation

HRID 1733276 reaction equation
N1CCOCC1.C([O:9][C:10](=O)[C:11]([CH3:24])=[C:12]([C:14]1[CH:19]=[CH:18][C:17]([C:20]([CH3:23])([CH3:22])[CH3:21])=[CH:16][CH:15]=1)[CH3:13])C.O.Cl>C1(C)C=CC=CC=1>[C:20]([C:17]1[CH:16]=[CH:15][C:14]([C:12]([CH3:13])=[C:11]([CH3:24])[CH:10]=[O:9])=[CH:19][CH:18]=1)([CH3:23])([CH3:21])[CH3:22]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 8083MorpholineHCID 57097348HCID 57097348, compound

Product 1

HCID 57104178HCID 57104178, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent4×

Conditions

Temperature
0 °C

Procedure

A solution of 270 ml of morpholine in 1000 ml of absolute toluene is added dropwise at 0° C. over a period of 30-40 minutes to 740 ml of a 70% sodium dihydro-bis(2-methoxyethoxy)-aluminate solution in toluene and 1200 ml of toluene. The resulting solution is added dropwise at 0° C. over a period of 1 hour to 78.0 g of 3-(p-tert.butyl-phenyl)-2,3-dimethyl-acrylic acid ethyl ester in 340 ml of absolute toluene. The mixture is then stirred at 0° C. for 0.75 hour, poured into 3 liters of water and hydrochloric acid is added until the emulsion is eliminated. The toluene solution is separated, washed with water and sodium bicarbonate solution, dried over sodium sulphate and concentrated. By distillation there is obtained pure p-tert.butyl-α,β-dimethyl-cinnamaldehyde of boiling point 122°-128° C./0.005 Torr.

Workup

  1. additionis added until the emulsion
  2. customThe toluene solution is separated
  3. washwashed with water and sodium bicarbonate solution
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated
  6. distillationBy distillation there

Sources & evidence

ORD record
ord-e7193cfad933405f96feaeabf6b17afd
Source dataset
uspto-grants-1980_12
Patent number
US04241058

Reaction notes

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