Allylamine → HCID 53734598, compound

HRID 2259438Notes

Reaction equation

HRID 2259438 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][CH2:10]Cl)=[CH:4][CH:3]=1.[CH2:12]([NH2:15])[CH:13]=[CH2:14]>C1(C)C=CC=CC=1>[CH2:12]([NH:15][CH2:10][CH:9]=[CH:8][C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=1)[CH:13]=[CH2:14]

Participants

4

Reactant 2

HCID 7853AllylamineHCID 536642611-(3-Chloro-1-propen-1-yl)-4-fluorobenzene

Product 1

HCID 53734598HCID 53734598, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

231.8 g (1.359 mol) of 3-(4-fluorophenyl)allyl chloride were added over the course of 25 min to a refluxing solution of 795.0 g (13.92 mol) of allylamine in 360 ml of toluene, and the mixture was then refluxed for 1 h. 1,000 ml were then distilled out through a 10 cm distillation column (5 mm glass rings) at a bath temperature up to 125° C. 1,000 ml of water were added to the distillation residue, and the pH was adjusted to 0.7 with 38% strength hydrochloric acid. The organic phase was separated off and discarded. The aqueous phase was adjusted to pH 12.7 with 50% strength sodium hydroxide solution and was extracted with toluene. The toluene extracts were dried with sodium sulfate and concentrated.

Workup

  1. temperaturethe mixture was then refluxed for 1 h
  2. distillation1,000 ml were then distilled out through a 10 cm distillation column (5 mm glass rings) at a bath temperature up to 125° C
  3. addition1,000 ml of water were added to the distillation residue
  4. customThe organic phase was separated off
  5. extractionwas extracted with toluene
  6. dry with materialThe toluene extracts were dried with sodium sulfate
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-54a87dacf26c4b8ca985fa3bdeebfd54
Source dataset
uspto-grants-1995_12
Patent number
US05473080

Reaction notes

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