Diethylamine → HCID 23459463, compound

HRID 2287123Notes

Reaction equation

HRID 2287123 reaction equation
[C:1]1([C:7]2([CH2:13][CH2:14]OS(C)(=O)=O)[CH:12]=[CH:11][CH2:10][CH:9]=[CH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:20]([NH:22][CH2:23][CH3:24])[CH3:21]>C1(C)C=CC=CC=1>[CH2:20]([N:22]([CH2:23][CH3:24])[CH2:14][CH2:13][C:7]1([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:12]=[CH:11][CH2:10][CH:9]=[CH:8]1)[CH3:21]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 21764419HCID 21764419, compound

Product 1

HCID 23459463HCID 23459463, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
150 °C

Procedure

87 g. of methanesulfonic acid 2-(1-phenyl-2,5-cyclohexadien-1-yl)-ethyl ester are dissolved in 600 ml. of toluene. 95 ml. (about 3 equivalents) of diethylamine are added and then the mixture is heated at 150° C. in a pressure vessel for 16 hours. The workingup is carried out as described in the second part of Example 7. There is obtained crude N,N-diethyl-1-phenyl-2,5-cyclohexadien-1-ethylamine which is dissolved in ether and converted with hydrogen chloride into the hydrochloride. After recrystallization from methylene chloride/ether, there is obtained the hydrochloride having the melting point of 134°-136° C.

Sources & evidence

ORD record
ord-ad0ba90d07bb4a2bbf0d89b86b378f0b
Source dataset
uspto-grants-1981_05
Patent number
US04269788

Reaction notes

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