Sodium Carbonate → HCID 68141548, compound

HRID 1578927Notes

Reaction equation

HRID 1578927 reaction equation
[CH:1]1([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH:11]2[CH3:16])[CH2:3][CH2:2]1.C([O-])([O-])=O.[Na+].[Na+].[C:23]([Cl:33])(=[O:32])[CH:24]=[CH:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>C1C=CC=CC=1>[ClH:33].[CH:1]1([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:10]2[CH2:15][CH2:14][N:13]([C:23](=[O:32])[CH:24]=[CH:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH2:12][CH:11]2[CH3:16])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 660233-Phenylprop-2-enoyl chlorideHCID 21557215HCID 21557215, compound

Product 1

HCID 68141548HCID 68141548, compoundYield 90.1%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A flask containing a solution of 21.6 g (0.1 mole) of 1-(cyclopropyl phenyl)-methyl piperazine (boiling point: 147°-148°C), at a pressure of 1.8 to 2 mm of Hg in 100 ml of dry benzene was cooled to 5°C. 11 g of anhydrous Na2CO3 were added, and a solution of 16.6 g (0.1 mole) of cinnamoyl chloride in 50 ml of dry benzene was introduced dropwise, with stirring; this addition was effected at a rate such that the temperature of the mixture did not rise above 10°C. It was then left to return to the ambient temperature, it was stirred for another 12 hours, and the mixture was brought to a temperature between 40° and 50°C for 4 hours. It was then cooled, the mineral salts were filtered and the mother liquors were acidified with hydrochloric acid dissolved in isopropanol. 24.5 g of crude 1-(cyclopropyl phenyl)-methyl-4-cinnamoyl piperazine hydrochloride were thus obtained, having a melting point of 220°-222°C, and which can be recrystallized if desired.

Workup

  1. additionthis addition
  2. customdid not rise above 10°C
  3. waitIt was then left
  4. customto return to the ambient temperature, it
  5. stirringwas stirred for another 12 hours
  6. temperatureIt was then cooled
  7. filtrationthe mineral salts were filtered
  8. dissolutiondissolved in isopropanol

Sources & evidence

ORD record
ord-2bf2ee04fc9b4bef8b8bcd0fcb61d641
Source dataset
uspto-grants-1976_02
Patent number
US03940386

Reaction notes

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