Toluene → HCID 23459048, compound

HRID 1680071Notes

Reaction equation

HRID 1680071 reaction equation
Cl[CH2:2][CH2:3][O:4][CH:5]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:6](=[O:13])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[NH:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1.C1(C)C=CC=CC=1>CCOCC>[N:20]1([CH2:2][CH2:3][O:4][CH:5]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[O:13])[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1

Participants

5

Reactant 3

HCID 1140TolueneHCID 4837Piperazine2×HCID 126284442-(2-Chloroethoxy)-1,2-diphenylethan-1-one

Product 1

HCID 23459048HCID 23459048, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
140 °C

Procedure

27 g (0.1 mole) of benzoin 2-chloroethyl ether and 34 g (0.4 mole) of piperazine are heated to 70° C. After 11/2 hours, 5 ml of toluene are added in order to prevent the piperazine from subliming and the mixture is heated to 140° C. and kept for 2 hours at reflux temperature. After cooling, the reaction mixture is diluted with ether and extracted with dilute hydrochlorid acid. The hydrochloric acid solution is freed from ether and neutralised with K2CO3. The alkaline solution is extracted with ether and then with toluene. The toluene solution is dried over Na2SO4 and concentrated. The residual oil is dried in a high vacuum at 60° C.

Workup

  1. temperatureat reflux temperature
  2. temperatureAfter cooling
  3. extractionextracted with dilute hydrochlorid acid
  4. extractionThe alkaline solution is extracted with ether
  5. dry with materialThe toluene solution is dried over Na2SO4
  6. concentrationconcentrated
  7. customThe residual oil is dried in a high vacuum at 60° C.

Sources & evidence

ORD record
ord-146028fe01624fb0bc07181eeda34c78
Source dataset
uspto-grants-1981_06
Patent number
US04271294

Reaction notes

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