Diethylamine → HCID 3936377, compound

HRID 2418774Notes

Reaction equation

HRID 2418774 reaction equation
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].Cl[CH2:7][CH:8]=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C1(C)C=CC=CC=1>[CH2:1]([N:3]([CH2:7][CH:8]=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:4][CH3:5])[CH3:2]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 94242Benzene, (3-chloro-1-propenyl)-

Product 1

HCID 3936377HCID 3936377, compoundYield 63.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

175.4 g of diethylamine and 152.5 g of chloromethylstyrene (mixture of m- and p- compounds) were dissolved in 300 ml of toluene, and the resulting solution was heated to 60°-70° C. for 13 hours. Diethylamine hydrochloride was separated during the progress of the reaction. After the hydrochloride was filtered out, the filtrate was washed with water. The toluene phase was dried with anhydrous sodium sulfate and thereafter concentrated. After adding 1 g of di-tert-butylcatechol, reduced pressure distillation was carried out to obtain 120.2 g of diethylaminomethylstyrene. (b.p.: 60° C./2 mm Hg, colorless liquid)

Workup

  1. temperaturethe resulting solution was heated to 60°-70° C. for 13 hours
  2. customDiethylamine hydrochloride was separated during the progress of the reaction
  3. filtrationAfter the hydrochloride was filtered out
  4. washthe filtrate was washed with water
  5. dry with materialThe toluene phase was dried with anhydrous sodium sulfate
  6. concentrationconcentrated
  7. additionAfter adding
  8. distillation1 g of di-tert-butylcatechol, reduced pressure distillation

Sources & evidence

ORD record
ord-7e8735e05a9745a09e472dcfd9c2b940
Source dataset
uspto-grants-1984_09
Patent number
US04473630

Reaction notes

Loading…