Ammonia → HCID 15572230, compound

HRID 2286597Notes

Reaction equation

HRID 2286597 reaction equation
Cl.Cl[CH2:3][CH2:4][NH:5][C:6]1[C:11]([CH3:12])=[CH:10][C:9]([C:13]([OH:22])([C:18]([F:21])([F:20])[F:19])[C:14]([F:17])([F:16])[F:15])=[CH:8][C:7]=1[CH3:23].[NH3:24]>C(O)C>[NH2:24][CH2:3][CH2:4][NH:5][C:6]1[C:11]([CH3:12])=[CH:10][C:9]([C:13]([OH:22])([C:18]([F:21])([F:20])[F:19])[C:14]([F:17])([F:16])[F:15])=[CH:8][C:7]=1[CH3:23]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86737729HCID 86737729, compound

Product 1

HCID 15572230HCID 15572230, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Dissolve N-(2-chloroethyl)-2,6-dimethyl-4-(hexafluoro-2-hydroxy-2-propyl)aniline hydrochloride (19.3 g, 50 mmol) in 100 ml ethanol, and bubble in NH3 (8.5 g, 0.50 mol). Heat in a steel bomb 16 hours at 100°. Let cool and partition between ether and water. Extract the ether with 1.0 N HCl. Basify the aqueous with Na2CO3, extract with ether, dry and concentrate. Recrystallize from ether-hexane to give the title compound as a solid product, m.p. 158°-161° C.

Workup

  1. temperatureLet cool
  2. custompartition between ether and water
  3. extractionExtract the ether with 1.0 N HCl
  4. extractionextract with ether
  5. customdry
  6. concentrationconcentrate
  7. customRecrystallize from ether-hexane

Sources & evidence

ORD record
ord-8e4b5161efa945b5a99172ef01e2ce31
Source dataset
uspto-grants-1981_05
Patent number
US04267193

Reaction notes

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