Hydrochloric Acid → rac-2-Amino-4-fluoro-2-methylbutanonitrile hydrochloride

HRID 1486272Notes

Reaction equation

HRID 1486272 reaction equation
C1(C(=[N:14][C:15]([CH3:21])([CH2:18][CH2:19][F:20])[C:16]#[N:17])C2C=CC=CC=2)C=CC=CC=1.[ClH:22]>O1CCCC1.O>[ClH:22].[NH2:14][C:15]([CH3:21])([CH2:18][CH2:19][F:20])[C:16]#[N:17]

Participants

5

Reactant 2

HCID 313Hydrochloric Acid2×HCID 90251299rac-2-[(Diphenylmethylene)amino]-4-fluoro-2-methylbutanonitrile

Product 1

HCID 117858402rac-2-Amino-4-fluoro-2-methylbutanonitrile hydrochloride

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

17.45 g (50.45 mmol; 81% purity) of rac-2-[(diphenylmethylene)amino]-4-fluoro-2-methylbutanonitrile from Example 69A were dissolved in 235.6 ml of tetrahydrofuran and 9.1 ml of water, 111 ml (55.46 mmol) of hydrogen chloride solution (0.5 N in diethyl ether) were added and the mixture was stirred at room temperature overnight. The slightly turbid reaction solution was admixed with 25.21 ml (50.42 mmol) of hydrogen chloride solution (2 N in diethyl ether) and concentrated by rotary evaporation. The isolated crude product was reacted further directly without further purification.

Workup

  1. concentrationconcentrated by rotary evaporation
  2. customThe isolated crude product
  3. customwas reacted further directly without further purification

Sources & evidence

ORD record
ord-e5c194c7a8264c65af9ab851ed90d779
Source dataset
uspto-grants-2016_08
Patent number
US09422285B2

Reaction notes

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