Dimethylamine → HCID 11286707, compound

HRID 2397652Notes

Reaction equation

HRID 2397652 reaction equation
[CH:1]1[C:6]([CH2:7]Cl)=[CH:5][CH:4]=[C:3]([Cl:9])[CH:2]=1.[CH3:10][NH:11][CH3:12]>O1CCCC1.C(OCC)C>[CH3:10][N:11]([CH2:7][C:6]1[CH:5]=[CH:4][C:3]([Cl:9])=[CH:2][CH:1]=1)[CH3:12]

Participants

5

Reactant 2

HCID 674DimethylamineHCID 77231-Chloro-4-(chloromethyl)benzene

Product 1

HCID 11286707HCID 11286707, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

The starting material is prepared as follows: The solution of 141 g of α,p-dichlorotoluene in 200 ml of tetrahydrofuran is added dropwise to an ice-cold saturated solution of dimethylamine in 1 liter of tetrahydrofuran and the mixture stirred for 2 days at 25°. It is diluted with diethyl ether, washed with 2N aqueous sodium hydroxide, the organic layer dried, evaporated, the residue distilled and the fraction boiling at 106°/12 mm Hg collected, to yield the N,N-dimethyl-4-chlorobenzylamine.

Workup

  1. customThe starting material is prepared
  2. washwashed with 2N aqueous sodium hydroxide
  3. customthe organic layer dried
  4. customevaporated
  5. distillationthe residue distilled
  6. customthe fraction boiling at 106°/12 mm Hg collected

Sources & evidence

ORD record
ord-3f12faea30ed496aa9c6f6843f27449d
Source dataset
uspto-grants-1977_05
Patent number
US04022801

Reaction notes

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