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Hydrochloric Acid → Allylethylamine

HRID 1432118
Notes
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Reaction equation

HRID 1432118 reaction equation
C(OC(=O)[N:7]([CH2:10][CH:11]=[CH2:12])[CH2:8][CH3:9])(C)(C)C.[ClH:14]>O1CCOCC1>[ClH:14].[CH2:10]([NH:7][CH2:8][CH3:9])[CH:11]=[CH2:12].[CH2:10]([NH:7][CH2:8][CH3:9])[CH:11]=[CH2:12]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 71365398Tert-butyl allyl(ethyl)carbamate

Product 2

HCID 72885AllylethylamineHCID 20193693Ethyl(prop-2-en-1-yl)amine hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

At 10° C. 28.9 g allyl-ethyl-carbamic acid tert-butyl ester (156 mmol) are dissolved in 200 ml 4N HCl in dioxane and slowly warmed to room temperature. When the development of gas has ceased the mixture is warmed at 30° C. for 1 h. The mixture is concentrated under reduced pressure and crystallized from EtOH/TBME to yield the hydrochloric acid salt of allyl ethyl amine as white plates.

Workup

  1. customAt 10° C
  2. temperatureis warmed at 30° C. for 1 h
  3. concentrationThe mixture is concentrated under reduced pressure
  4. customcrystallized from EtOH/TBME

Sources & evidence

ORD record
ord-a80a7843777b4623b4f0803942946845
Source dataset
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07612055B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes