Sodium Carbonate → benzyl N-(2-cyanopropan-2-yl)carbamate

HRID 2114790Notes

Reaction equation

HRID 2114790 reaction equation
[NH2:1][C:2]([CH3:6])([CH3:5])[C:3]#[N:4].C([O-])([O-])=O.[Na+].[Na+].[CH2:13]([O:20][C:21](Cl)=[O:22])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>O>[C:3]([C:2]([NH:1][C:21](=[O:22])[O:20][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([CH3:6])[CH3:5])#[N:4]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 10387Benzyl chloroformateHCID 880222-Amino-2-methylpropionitrile

Product 1

HCID 18442523benzyl N-(2-cyanopropan-2-yl)carbamate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a suspension of 2-amino-2-methylpropanenitrile in water an equimolar amount of Na2CO3 and a slight excess (1.1 eq) of benzylchloroformate were added, with an external cooling. Reaction mixture was stirred o/n at room temperature, extracted in EtOAc and the organic phase was washed with NaHCO3ss, dried (Na2SO4), filtered and concentrated. Product was obtained as a white solid.

Workup

  1. customReaction mixture
  2. extractionextracted in EtOAc
  3. washthe organic phase was washed with NaHCO3ss
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customProduct was obtained as a white solid

Sources & evidence

ORD record
ord-ac47bfd2cc444bf1b99979d731b5f535
Source dataset
uspto-grants-2008_10
Patent number
US07435734B2

Reaction notes

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