Diethylamine → HCID 70638196, compound

HRID 597140Notes

Reaction equation

HRID 597140 reaction equation
[C:1]1([C:7](=[CH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:8][Cl:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:17]([NH:19][CH2:20][CH3:21])[CH3:18]>>[ClH:9].[CH2:17]([N:19]([CH2:8][C:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)=[CH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:20][CH3:21])[CH3:18]

Participants

3

Reactant 2

HCID 8021DiethylamineHCID 54379748Benzene, 1,1′-[1-(chloromethyl)-1,2-ethenediyl]bis-

Product 1

HCID 70638196HCID 70638196, compound

Procedure

A solution consisting of 4 parts of 2,3-diphenylallyl chloride dissolved in 7.12 parts of diethylamine is allowed to stand at 65° for about 24 hours. Then the excess diethylamine is removed under nitrogen and the oil and solid which remain are covered with n-hexane. The solid is separated by filtration and the filtrate is acidified by adding isopropanolic hydrochloric acid. The oil which separates is then isolated by decantation and crystallized from isopropanol-ethyl ether to yield pure N,N-diethyl-2,3-diphenylallylamine hydrochloride, melting at about 190° and displaying maxima in the nuclear magnetic resonance spectrum at about 70, 76, 82, 162-190, 242, 246 and 422-436 Hertz. That compound is represented by the following structural formula ##STR4##

Workup

  1. customThen the excess diethylamine is removed under nitrogen
  2. customThe solid is separated by filtration
  3. additionby adding isopropanolic hydrochloric acid
  4. customThe oil which separates is then isolated by decantation
  5. customcrystallized from isopropanol-ethyl ether

Sources & evidence

ORD record
ord-83aafe142f3e43428908bc9576720777
Source dataset
uspto-grants-1977_03
Patent number
US04013643

Reaction notes

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