Triethylamine → HCID 21403090, compound

HRID 1657511Notes

Reaction equation

HRID 1657511 reaction equation
[CH2:1]([NH:4][CH2:5][C:6]([Cl:8])=[CH2:7])[CH:2]=[CH2:3].C(N(CC)CC)C.[CH3:16][C:17]1[CH:18]=[C:19]([CH:23]=[C:24]([CH3:26])[CH:25]=1)[C:20](Cl)=[O:21]>C1C=CC=CC=1>[Cl:8][C:6](=[CH2:7])[CH2:5][N:4]([CH2:1][CH:2]=[CH2:3])[C:20](=[O:21])[C:19]1[CH:18]=[C:17]([CH3:16])[CH:25]=[C:24]([CH3:26])[CH:23]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 810883,5-Dimethylbenzoyl ChlorideHCID 14525030HCID 14525030, compound

Product 1

HCID 21403090HCID 21403090, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Conditions

Temperature
10 °C

Procedure

A solution was formed by dissolving N-allyl-2-chloroallylamine (0.032 moles) in 40 ml. of benzene. Then, triethylamine (0.032 moles) was added thereto. This solution was then cooled to 10°C. in an ice bath. Then, 3,5-dimethylbenzoylchloride was diluted with 40 ml. of benzene and added to the amine solution. The temperature rose to about 35°C. with triethylamine hydrogen chloride separation. The next day the reaction mixture was washed two times with diluted HCl and then two times with dilute (5% solution) sodium carbonate and dried. The solvent was removed to yield 7.0 grams of product ND30 1.5367.

Workup

  1. customA solution was formed
  2. customThe temperature rose to about 35°C. with triethylamine hydrogen chloride separation
  3. washThe next day the reaction mixture was washed two times with diluted HCl
  4. additiontwo times with dilute (5% solution) sodium carbonate
  5. customdried
  6. customThe solvent was removed

Sources & evidence

ORD record
ord-5ccfda52bbf14b0ea6c813e5a589f4d8
Source dataset
uspto-grants-1976_06
Patent number
US03960922

Reaction notes

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