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Water → (2S)-3,3,3-Trifluoro-2-methylpropane-1,2-diamine

HRID 2408331
Notes
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Reaction equation

HRID 2408331 reaction equation
Cl.[F:2][C:3]([F:10])([F:9])[C@@:4]([CH3:8])([NH2:7])[CH2:5][NH2:6].O>C(OCC)C>[F:2][C:3]([F:10])([F:9])[C@@:4]([CH3:8])([NH2:7])[CH2:5][NH2:6]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 962WaterHCID 16083879(2S)-3,3,3-trifluoro-2-methyl-propane-1,2-diamine hydrochloride

Product 1

HCID 16083880(2S)-3,3,3-Trifluoro-2-methylpropane-1,2-diamineYield 60.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Into a flask, are introduced 4.8 g of (2S)-3,3,3-trifluoro-2-methyl-propane-1,2-diamine hydrochloride, 2.5 mL of water and 100 mL of ethyl ether. 4.5 mL of 32% soda are added dropwise on the resulting mixture until pH=12. The aqueous phase is then decanted and then extracted 4 times with 200 mL of ethyl ether. The organic phases are collected, dried on magnesium sulfate, filtered and then concentrated under reduced pressure (300 mbars/bath temperature=25° C.) in order to obtain 2.3 g of (2S)-3,3,3-trifluoro-2-methyl-propane-1,2-diamine, as a pale yellow oil, including the following characteristics:

Workup

  1. addition4.5 mL of 32% soda are added dropwise on the resulting mixture until pH=12
  2. customThe aqueous phase is then decanted
  3. extractionextracted 4 times with 200 mL of ethyl ether
  4. customThe organic phases are collected
  5. customdried on magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure (300 mbars/bath temperature=25° C.) in order

Sources & evidence

ORD record
ord-0998f1504fe74eaabb79b01bc71f1179
Source dataset
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08815853B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes