Tert-Butylamine → HCID 86701159, compound

HRID 1396673Notes

Reaction equation

HRID 1396673 reaction equation
F[C:2]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([CH:15]=[CH2:16])[CH:3]=1.[C:17]([NH2:21])([CH3:20])([CH3:19])[CH3:18]>N1C=CC=CC=1>[C:17]([NH:21][C:2]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([CH:15]=[CH2:16])[CH:3]=1)([CH3:20])([CH3:19])[CH3:18]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 86701160HCID 86701160, compound

Product 1

HCID 86701159HCID 86701159, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a mixture of 10.45 g of methyl 4-fluoro-5-nitro-2-vinylbenzoate and 104.5 mL of pyridine was added 14.69 mL of tert-butylamine, followed by stirring at room temperature overnight. The solvent was evaporated under reduced pressure, and to the residue were added water and ethyl acetate, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to obtain 14 g of methyl 4-(tert-butylamino)-5-nitro-2-vinylbenzoate as a brown oil.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. additionto the residue were added water and ethyl acetate
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-c28557dc55c64d3a8b9538604b2136ac
Source dataset
uspto-grants-2014_12
Patent number
US08901126B2

Reaction notes

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