Formaldehyde → benzyl 2-(N-methyleneamino)-2-methylpropanoate

HRID 1600530Notes

Reaction equation

HRID 1600530 reaction equation
[NH2:1][C:2]([CH3:15])([CH2:13]C)[C:3]([O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:4].[CH2:16]=O>CCOCC>[CH2:16]=[N:1][C:2]([CH3:15])([CH3:13])[C:3]([O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:4]

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 21829894Benzyl 2-amino-2-methylbutyrate

Product 1

HCID 19354575benzyl 2-(N-methyleneamino)-2-methylpropanoateYield 106.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To benzyl 2-amino-2-methylbutyrate (12.96 g) was dropped at room temperature 37% formalin (7.62 g), and the mixture was stirred for 4 h. The reaction mixture was dissolved in ether and washed with water. The organic phase was dried over magnesium sulfate, filtered and evaporated to get the captioned compound (13.7 g).

Workup

  1. washwashed with water
  2. dry with materialThe organic phase was dried over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-670e81ef862144a281e4a9bd8d1a1375
Source dataset
uspto-grants-1999_11
Patent number
US05977025

Reaction notes

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