Dimethylamine → HCID 135752, compound

HRID 1156552Notes

Reaction equation

HRID 1156552 reaction equation
Cl[CH2:2][CH2:3][C:4]1([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=2)[CH2:9][CH2:8][CH2:7][CH:6]=[CH:5]1.[CH3:18][NH:19][CH3:20]>C1(C)C=CC=CC=1>[CH3:17][O:16][C:12]1[CH:11]=[C:10]([C:4]2([CH2:3][CH2:2][N:19]([CH3:20])[CH3:18])[CH2:9][CH2:8][CH2:7][CH:6]=[CH:5]2)[CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 204600041-[1-(2-Chloroethyl)-2-cyclohexen-1-yl]-3-methoxybenzene

Product 1

HCID 135752HCID 135752, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1 g of 1-[1-(2-chloroethyl)-2-cyclohexen-1-yl]-3-methoxybenzene is dissolved in 10 ml of toluene, and the solution is treated with 10 ml of dimethylamine. The mixture is held at 150° C. for 5 hours in a bomb tube. After evaporation of the solvent, the residue is treated with 3 N hydrochloric acid. The aqueous phase is extracted with ether and made alkaline with an excess of ammonia, whereupon the precipitated rac. 1-(m-methoxyphenyl)-N,N-dimethyl-2-cyclohexene-1-ethylamine is taken up in methylene chloride. The hydrochloride of this compound melts at 161°-162° C.

Workup

  1. customAfter evaporation of the solvent
  2. additionthe residue is treated with 3 N hydrochloric acid
  3. extractionThe aqueous phase is extracted with ether

Sources & evidence

ORD record
ord-e786093bcfb14acea6f35f33f504621b
Source dataset
uspto-grants-1982_06
Patent number
US04336268

Reaction notes

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